ME00171B - Benzoylpyridine derivative or its salt, fungicide containing it as an active ingredient, its production process and intermediate for producing it
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Benzoylpyridine derivative or its salt, fungicide containing it as an active ingredient, its production process and intermediate for producing it
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Priority claimed from PCT/JP2001/005851external-prioritypatent/WO2002002527A1/en
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C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
C07D213/62—Oxygen or sulfur atoms
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A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
A01N47/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom
A01N47/06—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom containing —O—CO—O— groups; Thio analogues thereof
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C07D213/44—Radicals substituted by doubly-bound oxygen, sulfur, or nitrogen atoms, or by two such atoms singly-bound to the same carbon atom
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C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
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C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
C07D213/72—Nitrogen atoms
C07D213/74—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
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Abstract
Predmetni pronalazak se odnosi na fungicid koji sadrži novi derivat benzoilpiridina ilinjegovu so. Predmetni pronalazak se odnosi na fungicid koji sadrži novi derivat benzoilpiridina ilinjegovu so. Predmetni pronalazak obezbeđuje fungicid koji sadrži derivat benzoilpiridina predstavljen formulom (I) ili njegovu so: Predmetni pronalazak obezbeđuje fungicid koji sadrži derivat benzoilpiridina predstavljen formulom (I) ili njegovu so: naznačen time što X predstavlja atom halogena, nitro grupu, alkoksi grupu na kojoj je moguća supstitucija, ariloksi grupu na kojoj je moguća supstitucija, cikloalkoksi grupu na kojoj je moguća supstitucija, hidroksilnu grupu, ugljovodoničnu gntpu na kojoj je moguća supstitucija, alkiltio grupu na kojoj je moguća supstitucija, cijana grupu, karboksilnu grupu koju je moguće esterifikovati ili prevesti u amidnu grupu, ili amino grupu na kojoj je moguća supstitucija; n je 1, 2, 3 ili 4; R1 je alkil grupa na kojoj je moguća supstitucija; R2 je alkil grupa na kojoj je moguća supstitucija, alkoksi grupa na kojoj je moguća supstitucija, ariloksi grupa na kojoj je moguća supstitucija, cikloalkoksi grupa na kojoj je moguća supstitucija ili hidroksilna grupa; i m je 1, 2, 3 ili 4, pri čemu kada je m najmanje 2, R2 može da sadrži atom kiseonika, kako bi nastao kondenzovani prsten. naznačen time što X predstavlja atom halogena, nitro grupu, alkoksi grupu na kojoj je moguća supstitucija, ariloksi grupu na kojoj je moguća supstitucija, cikloalkoksi grupu na kojoj je moguća supstitucija, hidroksilnu grupu, ugljovodoničnu gntpu na kojoj je moguća supstitucija, alkiltio grupu na kojoj je moguća supstitucija, cijana grupu, karboksilnu grupu koju je moguće esterifikovati ili prevesti u amidnu grupu, ili amino grupu na kojoj je moguća supstitucija; n je 1, 2, 3 ili 4; R1 je alkil grupa na kojoj je moguća supstitucija; R2 je alkil grupa na kojoj je moguća supstitucija, alkoksi grupa na kojoj je moguća supstitucija, ariloksi grupa na kojoj je moguća supstitucija, cikloalkoksi grupa na kojoj je moguća supstitucija ili hidroksilna grupa; i m je 1, 2, 3 ili 4, pri čemu kada je m najmanje 2, R2 može da sadrži atom kiseonika, kako bi nastao kondenzovani prsten.The present invention relates to a fungicide containing a novel benzoylpyridine derivative or a ilinjeg salt. The present invention relates to a fungicide containing a novel benzoylpyridine derivative or a ilinjeg salt. The present invention provides a fungicide comprising a benzoylpyridine derivative represented by formula (I) or a salt thereof: The present invention provides a fungicide comprising a benzoylpyridine represented by formula (I) or a salt thereof: wherein X represents a halogen atom, a nitro group, an alkoxy group containing a possible substitution, an aryloxy group on which substitution is possible, a cycloalkoxy group on which substitution is possible, a hydroxyl group, a hydrocarbon group on which substitution is possible, an alkylthio group on which substitution is possible, a cyano group, a carboxyl group which can be esterified or converted into an amide group, or an amino group on which substitution is possible; n is 1, 2, 3 or 4; R 1 is an alkyl group on which substitution is possible; R2 is an alkyl group on which substitution is possible, an alkoxy group on which substitution is possible, an aryloxy group on which substitution is possible, a cycloalkoxy group on which substitution is possible or a hydroxyl group; and m is 1, 2, 3 or 4, wherein when m is at least 2, R2 may contain an oxygen atom to form a fused ring. wherein X represents a halogen atom, a nitro group, an alkoxy group on which substitution is possible, an aryloxy group on which substitution is possible, a cycloalkoxy group on substitution, a hydroxyl group, a hydrocarbon group on which substitution is possible, an alkylthio group on which is a possible substitution, a cyano group, a carboxyl group that can be esterified or converted into an amide group, or an amino group where substitution is possible; n is 1, 2, 3 or 4; R 1 is an alkyl group on which substitution is possible; R2 is an alkyl group on which substitution is possible, an alkoxy group on which substitution is possible, an aryloxy group on which substitution is possible, a cycloalkoxy group on which substitution is possible or a hydroxyl group; and m is 1, 2, 3 or 4, wherein when m is at least 2, R2 may contain an oxygen atom to form a fused ring.
Claims (19)
1. Derivat benzoilpiridina ili njego va so , predstavljen formulom (I): naznačen time što X predstavlja atom halogena, nitro grupu, alkoksi grupu na kojoj je moguća s upstitucija, ari l oksi grupu na kojoj je moguća supstitucija, cikloalkoksi grupu na kojoj je moguća supstitucija, hidroksilnu grupu, ugljovodoničnu grupu na kojoj je moguća supstitucija, al kilt io grupu na kojoj je moguća supstitucija, cijana grupu, karboksilnu grupu koju je moguće esterifikovati ili pre vesti u amidnu grupu, i li amino grupu na kojoj je mogućasupstitucija; n je l , 2, 3 ili 4; R 1 je alkil grupa na kojoj je moguća supstitucija; R 2 je alkil g rupa na kojoj je moguća supstituci ja, alkoksi grupa na kojoj je moguća supstitucija, ariloksi grupa na kojoj je moguća supstitucija, ci kloalkoksi grupa na kojoj je moguća supstitucija ili hidroksilna grupa; i m je l , 2, 3 ili 4, pri čemu kada je m najmanje 2, R 2 može da sadrži atom kiseonika, kako bi nastao kondenzovani prsten (isključujući slučaj kada je piridinski prsten s upstituisan benzoil grupom na poziciji 2; kada je piridinski prsten supstituisan alkoksigrupom, hidroksilnom grupom ili benziloksi grupom na poziciji 3; i kada n je l, a m je l ili 2).1. Benzoylpyridine derivative or its salt, represented by the formula (I): indicated that X represents a halogen atom, a nitro group, an alkoxy group on which s substitution is possible, an aryl oxy group on which substitution is possible, a cycloalkyl group on which possible substitution, a hydroxyl group, a hydrocarbon group on which substitution is possible, an alkyl group on which substitution is possible, a cyano group, a carboxyl group that can be esterified or converted into an amide group, and an amino group on which substitution is possible; n is 1, 2, 3 or 4; R 1 is an alkyl group on which substitution is possible; R 2 is an alkyl group on which substitution is possible, an alkoxy group on which substitution is possible, an aryloxy group on which substitution is possible, a chloroalkyl group on which substitution is possible or a hydroxyl group; and m is 1, 2, 3 or 4, wherein when m is at least 2, R 2 may contain an oxygen atom to form a fused ring (except when the pyridine ring is substituted with a benzoyl group in position 2; when the pyridine ring is substituted by an alkoxy group, a hydroxyl group or a benzyloxy group at position 3; and when n is 1 and m is 1 or 2).2.Derivat benzoilpiridina ili nJegova so prema Zahtevu l, naznačen time što je X atom halogena, nitro grupa, alkoksi grupa na kojoj je moguća supstitucija, ariloksi grupa na kojoj je moguća supstitucija, ci kloalkoksi grupa na kojoj je moguća supstitucija, hidroksilna grupa, ugljovodonična grupa na kojoj je moguća supstitucija, alkiltio grupa na kojoj je moguća supstitucija, cijano grupa ili amino grupa na kojoj je moguća supstitucija.2. Benzoylpyridine derivative or its salt according to Claim 1, indicated by the fact that X is a halogen atom, a nitro group, an alkoxy group on which substitution is possible, an aryloxy group on which substitution is possible, or a chloroalkyl group on which substitution is possible, a hydroxyl group, a hydrocarbon group on which substitution is possible, an alkylthio group on which substitution is possible, a cyano group or an amino group on which substitution is possible.3.Derivat benzoilpiridina ili njegova s_o prema Zahtevu l, naznačen time što m je 2, 3 ili 4.3. Benzoylpyridine derivative or its s_o according to Claim 1, indicated by the fact that m is 2, 3 or 4.4.Derivat benzoilpirid i na ili njegova so prema Zahtevu l, naznačen time što R 1 je alkil grupa, a R2 je alkil grupa, alkoksi grupa ili hidroksilna- gri.tpa.· -- - · - · -- ---- ·-- - -4. Derivative benzoylpyride i na or its salt according to Claim 1, characterized in that R 1 is an alkyl group, and R 2 is an alkyl group, an alkoxy group or a hydroxyl group.· -- - · - · -- ---- ·-- - -5.Derivat benzoilpiridina ili njegova so prema Zahtevu l, predstavljen formulom (I'): naznačen time što su X, n i R 1 definisani kao u Zahtevu l , R2 • je alkil grupa na kojoj je moguća supstitucija, alkoksi grupa na kojoj je moguća supstitucija, ariloksi grupa na kojoj je moguća supstitucija, cikloalkoksi grupa na kojoj je moguća supstitucija ili hidroksilna grupa, p je l, 2 ili 3, a R2 " je alkoksi grupa na ko joj je moguća supstitucija ili hidroksilna grupa, pod uslovom da bar dve grupe R2 ' i R2 .. mogu sadržati atom kiseonika kako bi o brazo val e kondenzovani prsten (isključujući slučaj kada je piridinski prsten supstituisan benzoil grupom na poziciji 2; kada je piridinski prsten supstituisan alkoksi grupom, hidroksilnom grupom ili benziloksi grupom na poziciji 3; kada n je l , a p je l).5. Benzoylpyridine derivative or its salt according to Claim 1, represented by formula (I'): characterized in that X, n and R 1 are defined as in Claim 1, R 2 • is an alkyl group on which substitution is possible, an alkoxy group on which is possible substitution, an aryloxy group on which substitution is possible, a cycloalkoxy group on which substitution is possible or a hydroxyl group, p is 1, 2 or 3, and R 2 " is an alkoxy group on which substitution is possible or a hydroxyl group, provided that at least two groups R 2 ' and R 2 .. can contain an oxygen atom to form a fused ring (excluding the case when the pyridine ring is substituted by a benzoyl group at position 2; when the pyridine ring is substituted by an alkoxy group, a hydroxyl group or a benzyloxy group at position 3; when n is l and p is l).6.Derivat benzoilpiridina ili njegova so prema Zahte v u 5, predstavljen formulom (I"): o R2'" naznačen time što X predstavlja atom halogena, nitro grupu, alkoksi grupu na kojoj je moguća supstitucija, ariloksi grupu na kojoj je moguća supstitucija, cikloalkoksi grupu na kojoj je moguća supstituci ja, ugljovodoničnu grupu na kojoj je moguća supstitucija, alkiltio grupu na kojoj je moguća supstitucija, cijano grupu, karboksilnu grupu koju je moguće esterifikovati ili prevesti u amidnu grupu, ili amino grupu na kojoj jmoguća supstitucija; n je l, 2, 3 ili 4; R 1 je alkil .grupa; R2 . je alkil grupa na kojoj je moguća supstitucija, alkoksi grupa na kojoj je moguća supstitucija, ariloksi grupa na kojoj- je moguća supstitucija ili cikloalkoksi grupa na kojoj je moguća supstitucija, p je l , 2 ili 3, a svaka od R2:·_ i R2 "' -je alkoksi grupc:n1a· knjnj je moguća supstitucij a.6. Benzoylpyridine derivative or its salt according to Claim v in 5, represented by the formula (I"): o R2'" indicated that X represents a halogen atom, a nitro group, an alkoxy group on which substitution is possible, an aryloxy group on which substitution is possible, a cycloalkyl group on which substitution is possible, a hydrocarbon group on which substitution is possible, an alkylthio group on which substitution is possible, a cyano group, a carboxyl group which can be esterified or converted into an amide group, or an amino group on which substitution is possible; n is 1, 2, 3 or 4; R 1 is an alkyl group; R2. is an alkyl group on which substitution is possible, an alkoxy group on which substitution is possible, an aryloxy group on which substitution is possible, or a cycloalkoxy group on which substitution is possible, p is 1, 2 or 3, and each of R2:·_ and R2 "' - is an alkoxy group: n1a· knjnj is a possible substitution a.7.Derivat benzoilpiridina ili njego va so prema Zahtevu 5, predstavl jen formulom (I"''): R2"' naznačen time što X predstavlja atom halogena, alkoksi grupu na kojoj je moguća s upstitucija, alkil grupu, CF3 grupu ili alkiltio grupu; n je l , 2, 3 ili 4; R 1 je alkil grupa; R 2 • je alkil grupa na kojoj je moguća supstitucija, alkoksi grupa na kojoj je moguća supstitucija ili ? .. ?' .. ci kloalkoksi grupa na kojoj je moguća supstitucija; p je l , 2 ili 3, a svaka odR- i R- je alko ksi grupa na kojoj je moguća supstitucija.7. Benzoylpyridine derivative or its salt according to Claim 5, represented by the formula (I"''): R2"' indicated that X represents a halogen atom, an alkoxy group on which s substitution is possible, an alkyl group, a CF3 group or an alkylthio group ; n is 1, 2, 3 or 4; R 1 is an alkyl group; R 2 • is an alkyl group on which substitution is possible, an alkoxy group on which substitution is possible or ? .. ?' .. ci chloroalkyl group on which substitution is possible; p is 1, 2 or 3, and each of R- and R- is an alkoxy group on which substitution is possible.8.Derivat benzoilpi ridina ili njego va so prema Zahtevu 5, predstavljen formulom (1""): R 2'" naznačen time što X predstavlja atom halogena, alko ksi grupu, alkil grupu, CF3 grupu ili alkil tio grupu; n je l, 2 ili 3; R1 je alkil grupa; R 2 . je alko ksi grupa; p je l, 2 ili 3, a svaka od ) .. 1... R- iR je alkoksi grupa.8. Benzoylpyridine derivative or its salt according to Claim 5, represented by the formula (1"): R 2'" indicated that X represents a halogen atom, an alkoxy group, an alkyl group, a CF3 group or an alkylthio group; n is l , 2 or 3; R 1 is an alkyl group; R 2 is an alkoxy group; p is 1, 2 or 3, and each of ) .. 1... R- and R is an alkoxy group.9.Der i v at benzoilpi ridina ili njegova so prema Zahtevu 8, predstavljen formulom (I "'"): A B 2'" R naznačen timšto B je -CX 4= kada A .predstavlja -N=; B je -N= kada A predstavlja -CH=; svaki X 1 i X2 , nezavisno jedan od drugog, predstavljaju atom halogena, alkoksi grupu, alkil 3 grupu, CF3 grupu ili alkiltio grupu; X 3 grupa, CF grupa ili alkil tio grupa; X4 1 je atom vodonika, atom halogena, alkoksi grupa, alkil je atom vodonika, atom halogena, alkoksi grupa, alkil 2 grupa, CF3 grupa ili alkil tio grupa; R svaka odRJ-.. iR2 "' je alkoksi grupa. je alkil grupa; R • je alkoksi grupa; p je l, 2 ili 3 ; i9. The derivatized benzoylpyridine or its salt according to Claim 8, represented by the formula (I "'"): A B 2'" R indicated by the fact that B is -CX 4= when A represents -N=; B is -N= when A represents -CH=; each X 1 and X 2 , independently of each other, represents a halogen atom, an alkoxy group, an alkyl 3 group, a CF 3 group or an alkylthio group; an X 3 group, a CF group or an alkyl thio group; X 4 1 is a hydrogen atom , a halogen atom, an alkoxy group, an alkyl is a hydrogen atom, a halogen atom, an alkoxy group, an alkyl 2 group, a CF 3 group or an alkyl thio group; R each of R 1 -.. and R 2 "' is an alkoxy group. is an alkyl group; R • is an alkoxy group; p is 1, 2 or 3; and10.Fungicid naznačen time što u vidu aktivnog sastojka sadrži derivat benzoilpiridina predstavljen formulom (I), ili njegovu so, kao što je definisano u Zahtevu l .10. Fungicide characterized by the fact that, as an active ingredient, it contains a benzoylpyridine derivative represented by formula (I), or its salt, as defined in Claim 1.11. Fungicid naznačen time što u vidu aktivnog sastojka sadrži derivat benzoilpiridina predstavljen formulom (I'), ili njego vu so, kao što je definisano u Zahtevu 5 .11. Fungicide characterized by the fact that, as an active ingredient, it contains a benzoylpyridine derivative represented by formula (I'), or its salt, as defined in Claim 5.12. Postupak za dobijanje derivata benzoilpiridina predstavljenog formulom (I) ili njegove soli: ( pri čemu X predstavlja atom halogena, nitro grupu, alkoksi grupu na kojoj je moguća supstitucija, ariloksi grupu na kojoj je moguća supstitucija, cikloalkoksi grupu na kojoj je moguća supstitucija, hidroksilnu grupu, ugljovodoničnu grupu na kojoj je moguća supstituc ja, alkiltio grupu na kojoj je moguća supstitucija, cijana grupu, karboksilnu grupu koju je moguće esterifikovati ili prevesti u amidnu grupu, ili amino grupu na kojoj je moguća supstitucija; n Je l, 2, 3 - ili 4; R 1 je alkil grupa na kojoj je moguća supstitucija; R 2 je alkil grupa na kojoj je moguća supstitucija, alkoksi grupa na kojoj je moguća supstitucija, ariloksi grupa na kojoj je moguća supstitucija, cikloalkoksi grupa na kojoj je moguća supstitucija ili hidroksilna grupa; i m je l, 2, 3 ili 4, pri čemu kada je m najmanje 2, R1 može da sadrži atom kiseonika, kako bi nastao kondenzovani prsten (isključujući slučaj kada je piridinski prsten supstituisan benzoil grupom na poziciji 2; kada je piridinski prsten supstituisan alkoksi _grupom, hidroksilriom -gfl:lpomil( benzi loksi -gntpor:n- npo_ziciji 3; i kada -n je- l, a m je l ili 2)), naznačen time što obuhvata reakciju supstituisanog benzaldehida predstavljenog formulom (VI-l): (pri čemu su R 1 , R2 i m definisani na prethodno dat način) i soli metala i supstituisanog derivata piridina predstavljenog formulom (VII-l): (pri čemu je X prethodno definisano , a Z je atom metala ili njegove složene soli), čime se dobija fenilpiridil metanol predstavljen formulom (X): (pri čemu su X, n, m, R1 i R1prethodno definisani. uz uslove date uz formulu (I)), nakon čega se vrši njegova oksidacija.12. Process for obtaining a benzoylpyridine derivative represented by formula (I) or its salt: (where X represents a halogen atom, a nitro group, an alkoxy group on which substitution is possible, an aryloxy group on which substitution is possible, a cycloalkyloxy group on which substitution is possible , a hydroxyl group, a hydrocarbon group on which substitution is possible, an alkylthio group on which substitution is possible, a cyano group, a carboxyl group that can be esterified or converted into an amide group, or an amino group on which substitution is possible; , 3 - or 4; R 1 is an alkyl group on which substitution is possible; R 2 is an alkyl group on which substitution is possible, an alkoxy group on which substitution is possible, an aryloxy group on which substitution is possible, a cycloalkyl group on which substitution is possible substitution or a hydroxyl group; and m is 1, 2, 3 or 4, wherein when m is at least 2, R1 may contain an oxygen atom to form a fused ring (except when the pyridine ring is substituted with a benzoyl group at position 2; when the pyridine ring is substituted with an alkoxy group, hydroxylium -gfl:lpomyl (benzyloxy -gntpor:n- npo_zition 3; and when -n is - 1, and m is 1 or 2)), characterized by including the reaction of substituted benzaldehyde represented by the formula ( VI-l): (where R 1 , R 2 and m are defined as previously given) and a metal salt and a substituted pyridine derivative represented by the formula (VII-l): (where X is previously defined and Z is a metal atom or its complex salts), thereby obtaining phenylpyridyl methanol represented by formula (X): (wherein X, n, m, R1 and R1 are previously defined. under the conditions given with formula (I)), after which its oxidation is carried out.13. Postupak .za dobijanje derivata benzoilpiridina predstavljenog formulom (I) ili njegove soli: (pri čemu X predstavlja atom halogena, nitro grupu, alkoksi grupu na kojoj je moguća supstitucija, ariloksi grupu na kojoj je moguća supstitucija, cikloalkoksi grupu na kojoj je moguća supstitucija, hidroksilnu grupu, ugljovodoničnu grupu na kojoj je moguća supstitucija, alkiltio grupu na kojoj je moguća supstitucija, cijana grupu, karboksilnu grupu koju je moguće esterifikovati ili prevesti u amidnu grupu, ili amino grupu na kojoj je moguća supstitucija; n je l, 2, 3 ili 4; R 1 je alkil grupa na kojoj je moguća supstitucija; R 2 je alkil grupa na kojoj je moguća supstitucija, alkoksi grupa na kojoj je moguća supstitucija, ariloksi grupa na kojoj je moguća supstitucija, cikloalkoksi grupa na kojoj je moguća supstitucija ili hidroksilna grupa; i m je l, 2, 3 ili 4, pri čemu kada je m najmanje 2, R2 može da sadrži atom kiseonika, kako bi nastao kondenzovani prsten (isključujući slučaj kada je piridinski prsten supstituisan benzoil grupom na poziciji 2; kada je piridinski prsten supstituisan alkoksi grupom, hidroksilnom grupom ili benziloksi grupom na poziciji 3; i kada n je l, a m je l ili 2)), naznačen time što obuhvata reakciju soli metala i supstituisanog benzaldehida predstav ljenog formulom (VI-2): z (pri čemu su R 1 , R2 i m definisani na prethodno dat način, a Z je atom m tala ili njegova složena so) sa supstituisanim piridil aldehidom predstavljenim formulom (VII-2): (pri čemu je X prethodno definisano), čime se dobija fenilpiridil metanol predstavljen formulom (X): (pri čemu su X, n, m, R 1 i R2 prethodno definisani, uz uslove date uz formulu (I)), nakon čega se vrši njegova oksidacija.13. Procedure for obtaining a benzoylpyridine derivative represented by formula (I) or its salt: (where X represents a halogen atom, a nitro group, an alkoxy group on which substitution is possible, an aryloxy group on which substitution is possible, a cycloalkyl group on which substitution is possible substitution, a hydroxyl group, a hydrocarbon group on which substitution is possible, an alkylthio group on which substitution is possible, a cyano group, a carboxyl group which can be esterified or converted to an amide group, or an amino group on which substitution is possible; n is l, 2 . or a hydroxyl group; and m is 1, 2, 3 or 4, wherein when m is at least 2, R 2 may contain an oxygen atom to form a fused ring (except when the pyridine ring is substituted with a benzoyl group at position 2; when the pyridine ring is substituted with an alkoxy group, a hydroxyl group or a benzyloxy group at position 3; and when n is l, and m is l or 2)), characterized by including the reaction of a metal salt and a substituted benzaldehyde represented by the formula (VI-2): z (wherein R 1 , R 2 and m are defined in the manner previously given, and Z is a metal atom or a complex salt thereof) with a substituted pyridyl aldehyde represented by formula (VII-2): (wherein X is as defined above), thereby obtaining phenylpyridyl methanol represented by formula (X): (wherein X, n, m, R 1 and R 2 previously defined, with the conditions given with formula (I)), after which its oxidation is carried out.14. Fenilpiridil metanol predstavljen formulom (X): naznačen time što X predstavlja atom halogena, nitro grupu, alkoksi grupu na kojoj je moguća supstitucija, ariloksi grupu na kojoj je moguća supstitucija, cikloalkoksi grupu na kojoj je moguća supstitucija, hidroksilnu grupu, ugljovodoničnu grupu na kojoj je moguća supstitucija, alkiltio grupu na kojoj je moguća supstitucija, cijano grupu, karboksilnu grupu koju je moguće esterifikovati ili prevesti u amidnu grupu, ili amino grupu na kojoj je moguća supstitucija; n je l, 2, 3 il'i 4; R 1 je alkil grupa na kojoj je moguća supstitucija; R 2 je alkil grupa na kojoj je moguća supstitucija, alkoksi grupa na kojoj je moguća supstitucija, ariloksi grupa na kojoj je moguća supstitucija, cikloalkoksi grupa na kojoj je moguća supstitucija ili hidroksilna grupa; i m je l, 2, 3 ili 4, pri čemu kada je m najmanje 2, R2 može da sadrži atom kiseo nika, kako bi nastao kondenzovani prsten ( isključujući slučaj kada je piridinski prsten supstituisan benzoil grupom na poziciji 2; kada je piridinski prsten supstituisan alkoksi grupom, hidroksilnom grupom ili benziloksi grupom na poziciji 3; i kada n je l , a m je l ili 2).14. Phenylpyridyl methanol represented by the formula (X): indicated that X represents a halogen atom, a nitro group, an alkoxy group on which substitution is possible, an aryloxy group on which substitution is possible, a cycloalkoxy group on which substitution is possible, a hydroxyl group, a hydrocarbon group on which substitution is possible, an alkylthio group on which substitution is possible, a cyano group, a carboxyl group which can be esterified or converted into an amide group, or an amino group on which substitution is possible; n is 1, 2, 3 or 4; R 1 is an alkyl group on which substitution is possible; R 2 is an alkyl group on which substitution is possible, an alkoxy group on which substitution is possible, an aryloxy group on which substitution is possible, a cycloalkoxy group on which substitution is possible or a hydroxyl group; and m is 1, 2, 3 or 4, wherein when m is at least 2, R2 may contain an oxygen atom to form a fused ring (except when the pyridine ring is substituted with a benzoyl group at position 2; when the pyridine ring is substituted an alkoxy group, a hydroxyl group or a benzyloxy group in position 3; and when n is l and m is l or 2).15. Fenilpiridil metanol prema Zahtevu 14,_ predstavljen formulo!ll (X'): naznačen time što_ X, n i R 1 su definisani kao _u Zahtevu, 14, R2 ' je a.lkil_grupa na kojoj je .. moguća supstituci}a, alkoksi grupa na kojof je moguća supstitucija, ariloksi grupa na kojoj je moguća supstitucija, cikloalkoksi grupa na kojoj je moguća supstitucija ili hidroksilna grupa, p je l, 2 ili 3, a R2 " je alkoksi grupa na kojoj je moguća supstitucija ili hidroksilna grupa, pri čemu bar dva R2 ' i R2 " mogu sadržati atom kiseo nika, kako bi nastao kondenzovani prsten ( isključujući slučaj kada je piridinski prsten supstituisan benzoil grupom na poziciji 2; kada je piridi.nski prsten supstituisan alkoksi grupom, hidroksilnom grupom ili benziloksi grupom na poziciji 3 ; i kada n j"e l, a p je 1).15. Phenylpyridyl methanol according to Claim 14, represented by the formula (X'): characterized in that X, n and R 1 are defined as in Claim 14, R 2 ' is an alkyl group on which .. is possible to substitute, an alkoxy group on coyof is a possible substitution, an aryloxy group on which a substitution is possible, a cycloalkoxy group on which a substitution is possible or a hydroxyl group, p is 1, 2 or 3, and R 2 " is an alkoxy group on which substitution is possible or a hydroxyl group, where at least two R2' and R2" can contain an oxygen atom, in order to form a fused ring (excluding the case when the pyridine ring is substituted by a benzoyl group at position 2; when the pyridine ring is substituted by an alkoxy group, a hydroxyl group or a benzyloxy group at position 3; and when n is l and p is 1).16. Fenilpiridil metanol prema Zahtevu l S, predstavljen formulom (X"): R 2"' naznačen time što X predstavlja atom halogena, nitro grupu, alkoksi grupu na kojoj je moguća supstitucija, ariloksi grupu na kojoj je moguća supstitucija, cikloalkoksi grupu na kojoj je moguća supstitucija, ugljovodoničnu grupu na kojoj je moguća supstitucija, alkiltio grupu na kojoj je moguća supstitucija, cijana grupu, karboksilnu grupu koju je moguće esterifikovati ili prevesti u amidnu grupu, ili amino grupu na kojoj je moguća supstitucija; n je l , 2, 3 ili 4; R 1 je alkil grupa; R 2 ' je alkil grupa na kojoj je moguća supstitucija, alkoksi grupa na kojoj je moguća supstitucija, ariloksi grupa na kojoj je moguća supstitucija ili cikloalkoksi grupa na kojoj je moguća supstitucija, p je l, 2 ili J, a svaka od R2 .. i R2 ... predstavlja alkoksi grupu na kojoj je moguća supstitucija.16. Phenylpyridyl methanol according to Claim 1 S, represented by the formula (X"): R 2"' indicated that X represents a halogen atom, a nitro group, an alkoxy group on which substitution is possible, an aryloxy group on which substitution is possible, a cycloalkyl group on on which substitution is possible, a hydrocarbon group on which substitution is possible, an alkylthio group on which substitution is possible, a cyano group, a carboxyl group which can be esterified or converted into an amide group, or an amino group on which substitution is possible; n is 1, 2, 3 or 4; R 1 is an alkyl group; R 2 ' is an alkyl group on which substitution is possible, an alkoxy group on which substitution is possible, an aryloxy group on which substitution is possible or a cycloalkyl group on which substitution is possible, p is 1, 2 or J, and each of R 2 .. and R2 ... represents an alkoxy group on which substitution is possible.17. Fenilpiridil metanol prema Zahtevu 15, predstavljen formulom (X'''): naznačen time što X predstavlja atom halogena, alkoksi grupu na kojoj Je moguća supstitucija, alkil grupu, CF3 grupu ili alkiltio grupu; nje l, 2, 3 ili 4; R 1 je alkil grupa; R 2 ' je alkil grupa na kojoj je moguća supstitucija, alkoksi grupa na kojoj je moguća supstitucija ili i J.. )'" ' cikloalkoksi grupa na kojoj je moguća supstitucija; p je l, 2 ili 3, a svaka od R- R- predstavlja alkoksi grupu na kojoj je moguća supstitucija. . -17. Phenylpyridyl methanol according to Claim 15, represented by the formula (X''): indicated that X represents a halogen atom, an alkoxy group on which substitution is possible, an alkyl group, a CF3 group or an alkylthio group; her l, 2, 3 or 4; R 1 is an alkyl group; R 2 ' is an alkyl group on which substitution is possible, an alkoxy group on which substitution is possible or and J.. )'" ' a cycloalkyl group on which substitution is possible; p is 1, 2 or 3, and each of R-R - represents an alkoxy group on which substitution is possible. . -18. Fenilpiridil metanol prema Zahtevu 15, predstavljen formulom (X""): OH R2"' naznačen time što X predstavlja atom halogena, alkoksi grupu, alkil grupu, CF3 grupu ili alkiltio grupu; n je l, 2 ili 3; R 1 je alkil grupa; R 2 • je alkoksi grupa; p je l , 2 ili 3, a svaka od R2'" iR2 '"' predstavlja alkoksi grupu.18. Phenylpyridyl methanol according to Claim 15, represented by the formula (X""): OH R2"', characterized in that X represents a halogen atom, an alkoxy group, an alkyl group, a CF3 group or an alkylthio group; n is 1, 2 or 3; R 1 is an alkyl group; R 2 • is an alkoxy group; p is 1, 2 or 3, and each of R 2'" and R 2 '"' represents an alkoxy group.19. Fenilpiridil metanol prema Zahtevu 18, predstavljen formulom (X'""): A B 2." R naznačen time što B je -CX'kada A predstavlja -"N:;B je -N= kada A predstavlja -CH=; svaki X1 i X2, nezavisno jedan od drugog, predsravljaju atom halogena, alkoksi grupu, alkil grupu, CFJ grupu ili alkiltio grupu: X3 je atom vodonika, atom halogena, a!koksi grupa. alkil grupa, CF3 grupa ili alkiltio grupa; x je atom vodonika, atom halogena, alkoksi grupa, alkil 1 grupa, CF3 grupa ili alkiltio grupa; R svaka od R2 •• i R2 ... je alkoksi grupa. je alkil grupa; R 2' je alkoksi grupa; p je l, 2 ili 3; i19. Phenylpyridyl methanol according to Claim 18, represented by the formula (X'""): A B 2." R characterized in that B is -CX'when A represents -"N:;B is -N= when A represents -CH=; each X 1 and X 2 , independently of one another, represents a halogen atom, an alkoxy group, an alkyl group, a CF 1 group or an alkylthio group: X 3 is a hydrogen atom, a halogen atom, an alkoxy group. an alkyl group, a CF3 group or an alkylthio group; x is a hydrogen atom, a halogen atom, an alkoxy group, an alkyl 1 group, a CF3 group or an alkylthio group; R each of R 2 •• and R 2 ... is an alkoxy group. is an alkyl group; R 2' is an alkoxy group; p is 1, 2 or 3; and
MEP-2008-103A2000-07-052001-07-05Benzoylpyridine derivative or its salt, fungicide containing it as an active ingredient, its production process and intermediate for producing it
ME00171B
(en)
HERBICIDALA 2,6-BISFLUORMETHYLDIHYD-ROPYRIDINE-3,5-DICARBOXYLSYRAESTRAR, DESSA INNEHAOLLANDE KOMPOSITIONER, DERAS FRAMSTAELLNING OCH DERAS ANVAENDNING.