DD154467A5 - Fungizide oder herbizide zusammensetzung - Google Patents

Fungizide oder herbizide zusammensetzung Download PDF

Info

Publication number: DD154467A5
Authority: DD; German Democratic Republic
Prior art keywords: group; hydrogen atom; alkyl; correspond; equal
Prior art date: 1978-10-24

Application number

DD79216402A

Other languages

German (de)

English (en)

Inventor

Philip Judson

Charles White

Original Assignee

Fisons Ltd

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1978-10-24

Filing date

1979-10-23

Publication date

1982-03-24

1979-10-23 Application filed by Fisons Ltd filed Critical Fisons Ltd

1982-03-24 Publication of DD154467A5 publication Critical patent/DD154467A5/de

Links

239000000203 mixture Substances 0.000 title claims abstract description 33
230000002363 herbicidal effect Effects 0.000 title claims abstract description 13
230000000855 fungicidal effect Effects 0.000 title claims abstract description 10
239000000417 fungicide Substances 0.000 title description 9
150000001875 compounds Chemical class 0.000 claims abstract description 73
125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 59
125000000217 alkyl group Chemical group 0.000 claims abstract description 35
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 24
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 12
239000001257 hydrogen Substances 0.000 claims abstract description 12
125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 11
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract description 7
150000001768 cations Chemical class 0.000 claims abstract description 7
239000004480 active ingredient Substances 0.000 claims abstract 4
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 31
125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims description 19
-1 Phenoxy, nitro, amino Chemical group 0.000 claims description 13
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 10
239000000460 chlorine Substances 0.000 claims description 7
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 7
PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 6
NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 6
RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 6
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 6
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 6
125000004432 carbon atom Chemical group C* 0.000 claims description 6
229910052801 chlorine Inorganic materials 0.000 claims description 6
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 5
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical compound BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 5
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 5
125000005843 halogen group Chemical group 0.000 claims description 5
239000004094 surface-active agent Substances 0.000 claims description 5
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 4
229910052794 bromium Inorganic materials 0.000 claims description 4
KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims description 3
239000000654 additive Substances 0.000 claims description 3
125000003545 alkoxy group Chemical group 0.000 claims description 3
125000002843 carboxylic acid group Chemical group 0.000 claims description 3
150000007530 organic bases Chemical class 0.000 claims description 3
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 3
125000001453 quaternary ammonium group Chemical group 0.000 claims description 3
MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 2
230000000996 additive effect Effects 0.000 claims description 2
150000001408 amides Chemical group 0.000 claims description 2
PXXJHWLDUBFPOL-UHFFFAOYSA-N benzamidine Chemical compound NC(=N)C1=CC=CC=C1 PXXJHWLDUBFPOL-UHFFFAOYSA-N 0.000 claims description 2
HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 claims description 2
239000003085 diluting agent Substances 0.000 claims description 2
125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 claims description 2
125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims description 2
229910052760 oxygen Inorganic materials 0.000 claims description 2
239000001301 oxygen Substances 0.000 claims description 2
125000004430 oxygen atom Chemical group O* 0.000 claims description 2
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 2
125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
229910052717 sulfur Inorganic materials 0.000 claims description 2
125000004434 sulfur atom Chemical group 0.000 claims description 2
QEMXHQIAXOOASZ-UHFFFAOYSA-N tetramethylammonium Chemical compound C[N+](C)(C)C QEMXHQIAXOOASZ-UHFFFAOYSA-N 0.000 claims description 2
HGBFVOSZYVRIHY-UHFFFAOYSA-N 2-cyanoprop-2-enamide Chemical compound NC(=O)C(=C)C#N HGBFVOSZYVRIHY-UHFFFAOYSA-N 0.000 claims 2
HILAYQUKKYWPJW-UHFFFAOYSA-N 1-dodecylguanidine Chemical class CCCCCCCCCCCCN=C(N)N HILAYQUKKYWPJW-UHFFFAOYSA-N 0.000 claims 1
QIJIUJYANDSEKG-UHFFFAOYSA-N 2,4,4-trimethylpentan-2-amine Chemical compound CC(C)(C)CC(C)(C)N QIJIUJYANDSEKG-UHFFFAOYSA-N 0.000 claims 1
ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims 1
YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 claims 1
239000013256 coordination polymer Substances 0.000 claims 1
125000004093 cyano group Chemical group *C#N 0.000 claims 1
229910052740 iodine Inorganic materials 0.000 claims 1
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 1
YBRBMKDOPFTVDT-UHFFFAOYSA-N tert-butylamine Chemical compound CC(C)(C)N YBRBMKDOPFTVDT-UHFFFAOYSA-N 0.000 claims 1
241000196324 Embryophyta Species 0.000 abstract description 6
244000061456 Solanum tuberosum Species 0.000 abstract description 4
235000002595 Solanum tuberosum Nutrition 0.000 abstract description 4
240000008042 Zea mays Species 0.000 abstract description 2
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 abstract description 2
235000002017 Zea mays subsp mays Nutrition 0.000 abstract description 2
235000005822 corn Nutrition 0.000 abstract description 2
235000012015 potatoes Nutrition 0.000 abstract description 2
235000013339 cereals Nutrition 0.000 abstract 1
201000010099 disease Diseases 0.000 abstract 1
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
230000002538 fungal effect Effects 0.000 abstract 1
125000001309 chloro group Chemical group Cl* 0.000 description 21
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 18
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 18
238000006243 chemical reaction Methods 0.000 description 17
125000001246 bromo group Chemical group Br* 0.000 description 16
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 15
238000000034 method Methods 0.000 description 15
238000002844 melting Methods 0.000 description 10
230000008018 melting Effects 0.000 description 10
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 10
239000000047 product Substances 0.000 description 10
XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 7
XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 7
238000002360 preparation method Methods 0.000 description 7
150000003839 salts Chemical class 0.000 description 7
239000007787 solid Substances 0.000 description 7
239000000243 solution Substances 0.000 description 7
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
239000004009 herbicide Substances 0.000 description 6
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 5
239000007788 liquid Substances 0.000 description 5
239000002244 precipitate Substances 0.000 description 5
BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 4
AFBPFSWMIHJQDM-UHFFFAOYSA-N N-methylaniline Chemical compound CNC1=CC=CC=C1 AFBPFSWMIHJQDM-UHFFFAOYSA-N 0.000 description 4
244000062793 Sorghum vulgare Species 0.000 description 4
239000002904 solvent Substances 0.000 description 4
244000075850 Avena orientalis Species 0.000 description 3
235000007319 Avena orientalis Nutrition 0.000 description 3
239000004215 Carbon black (E152) Substances 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
241000209140 Triticum Species 0.000 description 3
235000021307 Triticum Nutrition 0.000 description 3
239000002253 acid Substances 0.000 description 3
QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 3
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
229930195733 hydrocarbon Natural products 0.000 description 3
150000002430 hydrocarbons Chemical class 0.000 description 3
235000019713 millet Nutrition 0.000 description 3
239000000575 pesticide Substances 0.000 description 3
NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 3
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 2
ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
241000219146 Gossypium Species 0.000 description 2
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
208000031888 Mycoses Diseases 0.000 description 2
ATHHXGZTWNVVOU-UHFFFAOYSA-N N-methylformamide Chemical compound CNC=O ATHHXGZTWNVVOU-UHFFFAOYSA-N 0.000 description 2
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
150000001412 amines Chemical class 0.000 description 2
238000000354 decomposition reaction Methods 0.000 description 2
239000002270 dispersing agent Substances 0.000 description 2
239000000428 dust Substances 0.000 description 2
150000002148 esters Chemical class 0.000 description 2
239000002917 insecticide Substances 0.000 description 2
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
239000000843 powder Substances 0.000 description 2
239000007858 starting material Substances 0.000 description 2
239000000080 wetting agent Substances 0.000 description 2
YIKWKLYQRFRGPM-UHFFFAOYSA-N 1-dodecylguanidine acetate Chemical compound CC(O)=O.CCCCCCCCCCCCN=C(N)N YIKWKLYQRFRGPM-UHFFFAOYSA-N 0.000 description 1
JTCNXBYYONYSMV-UHFFFAOYSA-N 2,2-dicyano-n-methylacetamide Chemical compound CNC(=O)C(C#N)C#N JTCNXBYYONYSMV-UHFFFAOYSA-N 0.000 description 1
DYSRXWYRUJCNFI-UHFFFAOYSA-N 2,4-dibromoaniline Chemical compound NC1=CC=C(Br)C=C1Br DYSRXWYRUJCNFI-UHFFFAOYSA-N 0.000 description 1
KZDCMKVLEYCGQX-UDPGNSCCSA-N 2-(diethylamino)ethyl 4-aminobenzoate;(2s,5r,6r)-3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;hydrate Chemical compound O.CCN(CC)CCOC(=O)C1=CC=C(N)C=C1.N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)CC1=CC=CC=C1 KZDCMKVLEYCGQX-UDPGNSCCSA-N 0.000 description 1
ARHFTKXDYWQXIY-UHFFFAOYSA-N 2-[(4-chloroanilino)-methylsulfanylmethylidene]propanedinitrile Chemical compound N#CC(C#N)=C(SC)NC1=CC=C(Cl)C=C1 ARHFTKXDYWQXIY-UHFFFAOYSA-N 0.000 description 1
SDYWXFYBZPNOFX-UHFFFAOYSA-N 3,4-dichloroaniline Chemical compound NC1=CC=C(Cl)C(Cl)=C1 SDYWXFYBZPNOFX-UHFFFAOYSA-N 0.000 description 1
XJCVRTZCHMZPBD-UHFFFAOYSA-N 3-nitroaniline Chemical compound NC1=CC=CC([N+]([O-])=O)=C1 XJCVRTZCHMZPBD-UHFFFAOYSA-N 0.000 description 1
WDFQBORIUYODSI-UHFFFAOYSA-N 4-bromoaniline Chemical compound NC1=CC=C(Br)C=C1 WDFQBORIUYODSI-UHFFFAOYSA-N 0.000 description 1
HIHCTGNZNHSZPP-UHFFFAOYSA-N 4-chloro-3-methylaniline Chemical compound CC1=CC(N)=CC=C1Cl HIHCTGNZNHSZPP-UHFFFAOYSA-N 0.000 description 1
QSNSCYSYFYORTR-UHFFFAOYSA-N 4-chloroaniline Chemical compound NC1=CC=C(Cl)C=C1 QSNSCYSYFYORTR-UHFFFAOYSA-N 0.000 description 1
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
244000105624 Arachis hypogaea Species 0.000 description 1
CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
206010007134 Candida infections Diseases 0.000 description 1
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
229920000742 Cotton Polymers 0.000 description 1
240000008067 Cucumis sativus Species 0.000 description 1
235000009849 Cucumis sativus Nutrition 0.000 description 1
241000233866 Fungi Species 0.000 description 1
244000068988 Glycine max Species 0.000 description 1
235000010469 Glycine max Nutrition 0.000 description 1
235000009438 Gossypium Nutrition 0.000 description 1
241000208818 Helianthus Species 0.000 description 1
235000003222 Helianthus annuus Nutrition 0.000 description 1
240000005979 Hordeum vulgare Species 0.000 description 1
235000007340 Hordeum vulgare Nutrition 0.000 description 1
229920001732 Lignosulfonate Polymers 0.000 description 1
235000019738 Limestone Nutrition 0.000 description 1
GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
240000007594 Oryza sativa Species 0.000 description 1
235000007164 Oryza sativa Nutrition 0.000 description 1
241000209117 Panicum Species 0.000 description 1
235000006443 Panicum miliaceum subsp. miliaceum Nutrition 0.000 description 1
235000009037 Panicum miliaceum subsp. ruderale Nutrition 0.000 description 1
241000209046 Pennisetum Species 0.000 description 1
244000115721 Pennisetum typhoides Species 0.000 description 1
235000007195 Pennisetum typhoides Nutrition 0.000 description 1
241000219833 Phaseolus Species 0.000 description 1
235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
244000046052 Phaseolus vulgaris Species 0.000 description 1
241000233614 Phytophthora Species 0.000 description 1
241000219843 Pisum Species 0.000 description 1
240000004713 Pisum sativum Species 0.000 description 1
235000010582 Pisum sativum Nutrition 0.000 description 1
241001281803 Plasmopara viticola Species 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
241001361634 Rhizoctonia Species 0.000 description 1
239000004113 Sepiolite Substances 0.000 description 1
235000008515 Setaria glauca Nutrition 0.000 description 1
240000005498 Setaria italica Species 0.000 description 1
235000007226 Setaria italica Nutrition 0.000 description 1
235000011684 Sorghum saccharatum Nutrition 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
230000000895 acaricidal effect Effects 0.000 description 1
239000000642 acaricide Substances 0.000 description 1
229910001413 alkali metal ion Inorganic materials 0.000 description 1
150000001350 alkyl halides Chemical class 0.000 description 1
150000001351 alkyl iodides Chemical class 0.000 description 1
150000008051 alkyl sulfates Chemical class 0.000 description 1
230000002152 alkylating effect Effects 0.000 description 1
230000029936 alkylation Effects 0.000 description 1
238000005804 alkylation reaction Methods 0.000 description 1
229910021529 ammonia Inorganic materials 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
239000003945 anionic surfactant Substances 0.000 description 1
125000004429 atom Chemical group 0.000 description 1
229960000892 attapulgite Drugs 0.000 description 1
235000021028 berry Nutrition 0.000 description 1
238000009835 boiling Methods 0.000 description 1
150000001649 bromium compounds Chemical class 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
230000003197 catalytic effect Effects 0.000 description 1
125000002091 cationic group Chemical group 0.000 description 1
239000003093 cationic surfactant Substances 0.000 description 1
150000001805 chlorine compounds Chemical class 0.000 description 1
239000012141 concentrate Substances 0.000 description 1
238000001816 cooling Methods 0.000 description 1
238000002425 crystallisation Methods 0.000 description 1
230000008025 crystallization Effects 0.000 description 1
125000002993 cycloalkylene group Chemical group 0.000 description 1
125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 1
229940075557 diethylene glycol monoethyl ether Drugs 0.000 description 1
238000010790 dilution Methods 0.000 description 1
239000012895 dilution Substances 0.000 description 1
244000013123 dwarf bean Species 0.000 description 1
230000000694 effects Effects 0.000 description 1
239000003995 emulsifying agent Substances 0.000 description 1
125000004185 ester group Chemical group 0.000 description 1
239000003337 fertilizer Substances 0.000 description 1
235000021331 green beans Nutrition 0.000 description 1
150000004820 halides Chemical class 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
239000006028 limestone Substances 0.000 description 1
239000000463 material Substances 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
150000001455 metallic ions Chemical class 0.000 description 1
239000010445 mica Substances 0.000 description 1
229910052618 mica group Inorganic materials 0.000 description 1
239000005445 natural material Substances 0.000 description 1
230000007935 neutral effect Effects 0.000 description 1
239000002736 nonionic surfactant Substances 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
229910052625 palygorskite Inorganic materials 0.000 description 1
230000005298 paramagnetic effect Effects 0.000 description 1
235000020232 peanut Nutrition 0.000 description 1
239000003415 peat Substances 0.000 description 1
239000010451 perlite Substances 0.000 description 1
235000019362 perlite Nutrition 0.000 description 1
239000005648 plant growth regulator Substances 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
239000011591 potassium Substances 0.000 description 1
229910000027 potassium carbonate Inorganic materials 0.000 description 1
150000003242 quaternary ammonium salts Chemical class 0.000 description 1
239000012429 reaction media Substances 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
238000010992 reflux Methods 0.000 description 1
239000004576 sand Substances 0.000 description 1
DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 1
235000019355 sepiolite Nutrition 0.000 description 1
229910052624 sepiolite Inorganic materials 0.000 description 1
150000004760 silicates Chemical class 0.000 description 1
238000004611 spectroscopical analysis Methods 0.000 description 1
238000005507 spraying Methods 0.000 description 1
239000000126 substance Substances 0.000 description 1
239000008096 xylene Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/14—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D295/145—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/34—Nitriles
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/52—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing groups, e.g. carboxylic acid amidines
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- 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
- A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
- A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
- A01N41/04—Sulfonic acids; Derivatives thereof
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/07—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by halogen atoms
- C07C205/11—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by halogen atoms having nitro groups bound to carbon atoms of six-membered aromatic rings
- C07C205/12—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by halogen atoms having nitro groups bound to carbon atoms of six-membered aromatic rings the six-membered aromatic ring or a condensed ring system containing that ring being substituted by halogen atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/04—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to the ring carbon atoms
- C07D215/06—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to the ring carbon atoms having only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, attached to the ring nitrogen atom

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Life Sciences & Earth Sciences (AREA)
Organic Chemistry (AREA)
Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Environmental Sciences (AREA)
Engineering & Computer Science (AREA)
Dentistry (AREA)
General Health & Medical Sciences (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Plant Pathology (AREA)
Pest Control & Pesticides (AREA)
Agronomy & Crop Science (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Hydrogenated Pyridines (AREA)
Pyridine Compounds (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Quinoline Compounds (AREA)

DD79216402A 1978-10-24 1979-10-23 Fungizide oder herbizide zusammensetzung DD154467A5 (de)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
GB7841689		1978-10-24
GB7904657		1979-02-09
GB7928705		1979-08-17

Publications (1)

Publication Number	Publication Date
DD154467A5 true DD154467A5 (de)	1982-03-24

Family

ID=27260605

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD79216402A DD154467A5 (de)	1978-10-24	1979-10-23	Fungizide oder herbizide zusammensetzung

Country Status (10)

Country	Link
EP (1)	EP0010396A1 (fr)
JP (1)	JPS55102549A (fr)
AU (1)	AU5207179A (fr)
BR (1)	BR7906808A (fr)
DD (1)	DD154467A5 (fr)
DK (1)	DK446979A (fr)
GR (1)	GR73506B (fr)
IL (1)	IL58523A0 (fr)
NZ (1)	NZ191896A (fr)
PL (1)	PL219153A1 (fr)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB8707320D0 (en) *	1987-03-26	1987-04-29	Shell Int Research	Herbicidal vinylamine derivatives
EP0957907A4 (fr) *	1996-08-06	2001-08-16	Smithkline Beecham Corp	Antagonistes du recepteur de l'il-8
JP4823401B2 (ja) *	1996-12-30	2011-11-24	イドロ―ケベック	過フッ化アミド塩及びイオン伝導物質としてのその使用方法
HUP0003942A2 (hu) *	1997-05-07	2001-04-28	Novo Nordisk A/S	Helyettesített 3,3-diamino-2-propén-nitrilek, előállításuk és alkalmazásuk
US5955548A (en) *	1997-05-07	1999-09-21	Novo Nordisk A/S	Substituted 3, 3-diamino-2-propenenitriles, their preparation and use
US20070082819A1 (en) *	2003-12-09	2007-04-12	Perry Richard B	Agrochemical compositions
EP1634867A1 (fr) *	2004-08-25	2006-03-15	Lonza AG	Des sels de cations organiques du tricyanométhane
CN101041635B (zh) *	2006-03-21	2010-07-21	中国科学院化学研究所	一种合成烯酮缩胺衍生物的方法
KR101375675B1 (ko) *	2006-07-27	2014-03-19	니치콘 가부시키가이샤	이온성 화합물
RU2677273C1 (ru) *	2018-07-30	2019-01-16	Федеральное государственное бюджетное образовательное учреждение высшего образования "Чувашский государственный университет имени И.Н. Ульянова"	Способ получения четвертичных аммониевых соединений метил дицианоацетата
CN112225731B (zh) *	2019-06-27	2024-06-04	中山大学	FAPα特异性识别的具有肿瘤诊断治疗功能的亚甲蓝衍生物及其制备方法和应用

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3551573A (en) *	1967-11-08	1970-12-29	Monsanto Co	Insecticidal composition and method containing anilinomethylene malonitriles
CH598754A5 (en) *	1974-08-14	1978-05-12	Ciba Geigy Ag	2-((N-Propargyl-anilino)methylene)malononitrile derivs
US4000314A (en) *	1975-01-16	1976-12-28	Ciba-Geigy Corporation	Pesticidal N-(2,2-dicyanovinyl)-N-benzyl-anilines
NL7800192A (nl) *	1977-01-10	1978-07-12	Ciba Geigy	Als anthelmintica geschikte anilinomethyeenmalononi- trilederivaten.

1979
- 1979-10-09 EP EP79302156A patent/EP0010396A1/fr not_active Withdrawn
- 1979-10-22 IL IL58523A patent/IL58523A0/xx unknown
- 1979-10-22 BR BR7906808A patent/BR7906808A/pt unknown
- 1979-10-22 GR GR60309A patent/GR73506B/el unknown
- 1979-10-23 DK DK446979A patent/DK446979A/da unknown
- 1979-10-23 DD DD79216402A patent/DD154467A5/de unknown
- 1979-10-23 NZ NZ191896A patent/NZ191896A/xx unknown
- 1979-10-23 AU AU52071/79A patent/AU5207179A/en not_active Abandoned
- 1979-10-23 PL PL21915379A patent/PL219153A1/xx unknown
- 1979-10-24 JP JP13752479A patent/JPS55102549A/ja active Pending

Also Published As

Publication number	Publication date
DK446979A (da)	1980-04-25
IL58523A0 (en)	1980-01-31
AU5207179A (en)	1980-05-01
NZ191896A (en)	1981-04-24
JPS55102549A (en)	1980-08-05
BR7906808A (pt)	1980-06-24
EP0010396A1 (fr)	1980-04-30
GR73506B (fr)	1984-03-07
PL219153A1 (fr)	1980-06-16

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DE69503365T2 (de)	1999-01-07	Anilid-derivate als fungizide
DE60018073T2 (de)	2005-12-29	Fungizide verbindungen
DE68906668T2 (de)	1993-08-26	Guanidin-derivate, ihre herstellung und insektizide.
DE60116589T2 (de)	2006-11-09	Fungizide Phenylamidinderivative
DE3109035A1 (de)	1982-01-07	N-substituierte-(delta)(pfeil hoch)1(pfeil hoch)tetrahydrophthalimidderivate, diese enthaltende herbizide zusammensetzung und verfahren zu deren verwendung
DD154467A5 (de)	1982-03-24	Fungizide oder herbizide zusammensetzung
DE69024397T2 (de)	1996-05-15	Diaminoethylen-Verbindungen
DE69222568T2 (de)	1998-02-12	Benzimidazolderivate, Verfahren zu ihrer Herstellung, diese als aktiven Bestandteil enthaltende Fungizide für Landwirtschaft und Gartenbau und Zwischenprodukte dafür
EP0098953B1 (fr)	1986-08-13	Imides substitués de l'acide maléique, procédé de préparation et leur utilisation comme pesticides
DE69621933T2 (de)	2002-11-28	Pestizide tris-oximino heterocyclische verbindungen
DE69514120T2 (de)	2000-08-10	Derivate von o-benzyl-oxin-ether sowie deren verwendung als pestizide
DE69033814T2 (de)	2002-05-29	Herstellung von alpha-ungesättigten Aminen
DE3101889A1 (de)	1982-08-26	"neue phenoxycarbonsaeureamide, verfahren zu ihrer herstellung und ihre verwendung als herbizide"
DE69117522T2 (de)	1996-09-19	Pestizide
DE3311636A1 (de)	1984-10-04	Neue fuenfgliedrige stickstoffhaltige heterocyclen, verfahren zu ihrer herstellung sowie ihre verwendung als schaedlingsbekaempfungsmittel
EP0277537B1 (fr)	1990-09-26	1-Aminométhyl-3-aryl-4-cyano-pyrrole
DD244550A5 (de)	1987-04-08	Alkanoylaniliden
DE3625460A1 (de)	1988-02-04	N-(2-cyan-2-oximinoacetyl)-aminonitrile
DE3306996A1 (de)	1984-08-30	Acrylsaeuremorpholide, ihre herstellung und verwendung
JPS61236756A (ja)	1986-10-22	カルボキシアニリド類
DE3932542A1 (de)	1991-04-11	Neue anilinderivate und diese enthaltende fungizide
DE69216015T2 (de)	1997-07-03	Heterocyclische Alkoxyacrylsäurederivate mit fungizider Aktivität
DE3731626A1 (de)	1989-03-30	4,6-dimethyl-2-phenylaminopyridin-3- carbonitrile
DE102014217426B4 (de)	2025-06-18	Succinimidverbindung
EP0334138A1 (fr)	1989-09-27	Oxides-3 de carbonamido-2 benzthiazole substitués en position 7