IL34778A - Process for the production of n-trityl-imidazoles and-triazoles - Google Patents

Process for the production of n-trityl-imidazoles and-triazoles

Info

Publication number: IL34778A
Authority: IL; Israel
Prior art keywords: compound; process according; formula; halogen; carbon atoms
Prior art date: 1969-08-09

Application number

IL34778A

Other languages

English (en)

Other versions

IL34778A0 (en

Original Assignee

Bayer Ag

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.)

1969-08-09

Filing date

1970-06-23

Publication date

1972-07-26

1970-06-23 Application filed by Bayer Ag filed Critical Bayer Ag

1970-08-19 Publication of IL34778A0 publication Critical patent/IL34778A0/xx

1972-07-26 Publication of IL34778A publication Critical patent/IL34778A/en

Links

238000000034 method Methods 0.000 title claims description 14
238000004519 manufacturing process Methods 0.000 title claims description 6
150000001875 compounds Chemical class 0.000 claims description 12
-1 imidazol-l-yl Chemical group 0.000 claims description 11
NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims description 8
238000006243 chemical reaction Methods 0.000 claims description 7
229910052736 halogen Inorganic materials 0.000 claims description 5
150000002367 halogens Chemical class 0.000 claims description 5
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
235000019270 ammonium chloride Nutrition 0.000 claims description 4
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 4
150000005840 aryl radicals Chemical class 0.000 claims description 3
239000002798 polar solvent Substances 0.000 claims description 3
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
125000000217 alkyl group Chemical group 0.000 claims description 2
125000004104 aryloxy group Chemical group 0.000 claims description 2
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 2
229910052794 bromium Inorganic materials 0.000 claims description 2
125000005843 halogen group Chemical group 0.000 claims description 2
239000003495 polar organic solvent Substances 0.000 claims description 2
150000003254 radicals Chemical class 0.000 claims description 2
125000004432 carbon atom Chemical group C* 0.000 claims 4
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical group CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 3
125000003118 aryl group Chemical group 0.000 claims 2
229910052739 hydrogen Inorganic materials 0.000 claims 2
239000001257 hydrogen Substances 0.000 claims 2
125000004435 hydrogen atom Chemical class [H]* 0.000 claims 2
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 2
NPZDCTUDQYGYQD-UHFFFAOYSA-N 1-tritylimidazole Chemical class C1=NC=CN1C(C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 NPZDCTUDQYGYQD-UHFFFAOYSA-N 0.000 claims 1
WQQJRYCRMJDNIT-UHFFFAOYSA-N 1-trityltriazole Chemical class N1=NC=CN1C(C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 WQQJRYCRMJDNIT-UHFFFAOYSA-N 0.000 claims 1
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims 1
125000004390 alkyl sulfonyl group Chemical group 0.000 claims 1
229910052801 chlorine Inorganic materials 0.000 claims 1
239000000460 chlorine Substances 0.000 claims 1
125000004663 dialkyl amino group Chemical group 0.000 claims 1
229960001760 dimethyl sulfoxide Drugs 0.000 claims 1
125000001188 haloalkyl group Chemical group 0.000 claims 1
GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 claims 1
125000002883 imidazolyl group Chemical group 0.000 claims 1
238000011065 in-situ storage Methods 0.000 claims 1
PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims 1
239000000376 reactant Substances 0.000 claims 1
239000011541 reaction mixture Substances 0.000 claims 1
239000002904 solvent Substances 0.000 claims 1
125000005309 thioalkoxy group Chemical group 0.000 claims 1
RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 24
150000002460 imidazoles Chemical class 0.000 description 6
125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 4
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
229910052799 carbon Inorganic materials 0.000 description 3
150000004820 halides Chemical class 0.000 description 3
150000003852 triazoles Chemical class 0.000 description 3
CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 2
241000233866 Fungi Species 0.000 description 2
239000011777 magnesium Substances 0.000 description 2
229910052749 magnesium Inorganic materials 0.000 description 2
239000007858 starting material Substances 0.000 description 2
125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 2
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
240000004808 Saccharomyces cerevisiae Species 0.000 description 1
239000002253 acid Substances 0.000 description 1
238000009835 boiling Methods 0.000 description 1
150000001649 bromium compounds Chemical class 0.000 description 1
150000003841 chloride salts Chemical class 0.000 description 1
239000012043 crude product Substances 0.000 description 1
239000013078 crystal Substances 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
230000000855 fungicidal effect Effects 0.000 description 1
125000000623 heterocyclic group Chemical group 0.000 description 1
239000000203 mixture Substances 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
230000003032 phytopathogenic effect Effects 0.000 description 1
230000002035 prolonged effect Effects 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
KIIUTKAWYISOAM-UHFFFAOYSA-N silver sodium Chemical class [Na].[Ag] KIIUTKAWYISOAM-UHFFFAOYSA-N 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
JBWKIWSBJXDJDT-UHFFFAOYSA-N triphenylmethyl chloride Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)(Cl)C1=CC=CC=C1 JBWKIWSBJXDJDT-UHFFFAOYSA-N 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/04—1,2,3-Triazoles; Hydrogenated 1,2,3-triazoles
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Plural Heterocyclic Compounds (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

IL34778A 1969-08-09 1970-06-23 Process for the production of n-trityl-imidazoles and-triazoles IL34778A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE19691940627 DE1940627A1 (de)	1969-08-09	1969-08-09	Verfahren zur Herstellung von N-Tritylimidazolen und -triazolen

Publications (2)

Publication Number	Publication Date
IL34778A0 IL34778A0 (en)	1970-08-19
IL34778A true IL34778A (en)	1972-07-26

Family

ID=5742399

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
IL34778A IL34778A (en)	1969-08-09	1970-06-23	Process for the production of n-trityl-imidazoles and-triazoles

Country Status (9)

Country	Link
AT (1)	AT296297B (fr)
BE (1)	BE754506A (fr)
BR (1)	BR6915158D0 (fr)
CH (1)	CH535240A (fr)
DE (1)	DE1940627A1 (fr)
FR (1)	FR2056725A5 (fr)
GB (1)	GB1256476A (fr)
IL (1)	IL34778A (fr)
NL (1)	NL7011514A (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE2407305C2 (de) *	1974-02-15	1984-06-28	Bayer Ag, 5090 Leverkusen	Triphenyl-1,2,3-triazol-1-yl-methane, Verfahren zu ihrer Herstellung und ihre Verwendung als Fungizide
US4227004A (en)	1979-01-02	1980-10-07	Ici Americas Inc.	Synthesis of substituted 1-aralkyl-1H-v-triazoles
US4398942A (en)	1980-12-22	1983-08-16	Rohm And Haas Company	Herbicidally-active phenylacetonitriles

0
- BE BE754506D patent/BE754506A/fr unknown
1969
- 1969-08-09 DE DE19691940627 patent/DE1940627A1/de active Pending
- 1969-12-15 BR BR215158/69A patent/BR6915158D0/pt unknown
1970
- 1970-06-17 CH CH919570A patent/CH535240A/de not_active IP Right Cessation
- 1970-06-23 IL IL34778A patent/IL34778A/en unknown
- 1970-08-04 NL NL7011514A patent/NL7011514A/xx unknown
- 1970-08-06 GB GB1256476D patent/GB1256476A/en not_active Expired
- 1970-08-07 AT AT720470A patent/AT296297B/de not_active IP Right Cessation
- 1970-08-07 FR FR7029228A patent/FR2056725A5/fr not_active Expired

Also Published As

Publication number	Publication date
GB1256476A (fr)	1971-12-08
FR2056725A5 (fr)	1971-05-14
AT296297B (de)	1972-02-10
DE1940627A1 (de)	1971-02-11
NL7011514A (fr)	1971-02-11
IL34778A0 (en)	1970-08-19
BE754506A (fr)	1971-02-08
BR6915158D0 (pt)	1973-04-10
CH535240A (de)	1973-03-31

Publication	Publication Date	Title
US3897438A (en)	1975-07-29	Process for the production of N-(1,1,1-trisubstituted)-methylazoles
CA1096873A (fr)	1981-03-03	Imidazolyle alcools tertiaires, procede de production et utilisation comme medicament
IL44793A (en)	1977-05-31	1-phenoxy-1-(1,2,4-triazolyl)-alkanols their preparation and fungicidal compositions containing them
US4182862A (en)	1980-01-08	Process for the preparation of 1,3-disubstituted-2-azoyl-2-propen-1-ones
NO751571L (fr)	1975-11-18
IL45133A (en)	1977-08-31	1-phenoxy-1-imidazolyl-alkanol derivatives and their salts process for their preparation and their use as fungicide
CA1060898A (fr)	1979-08-21	Derives de l'imidazolyle et leurs sels, procedes pour leur preparation et leur utilisation comme fongicides
CA1132577A (fr)	1982-09-28	PROCEDES D'OBTENTION ET EMPLOI COMME FONGICIDES DE DERIVES DU TYPE .alpha.-AZOLYL-CETONES
EP0007080B1 (fr)	1981-07-29	Procédé de préparation d'haloacétanilides N-substitués par un radical azolylméthyle
IL34778A (en)	1972-07-26	Process for the production of n-trityl-imidazoles and-triazoles
EP0162265B1 (fr)	1990-10-03	Préparation de gamma butyrolactones substituées utiles comme intermédiaires dans la préparation d'imidazoles et de triazoles fongicides
EP0035087B1 (fr)	1985-02-20	Procédé de préparation de dérivés 1H-azoliques
KR102783627B1 (ko)	2025-03-18	아졸 실란 화합물
US5508423A (en)	1996-04-16	Methods for the manufacture of fluconazole
WO1998031672A1 (fr)	1998-07-23	Procede d'elaboration de composes n, n'-diazole
EP2961743A1 (fr)	2016-01-06	Composés 1-substitués de 4-(phénoxyméthyle substitué)-1,2,3-triazole présentant des propriétés antifongiques, et leurs procédés de préparation
JP4596630B2 (ja)	2010-12-08	イミダゾリウムヨウ化物塩の製造方法
EP0027177A1 (fr)	1981-04-22	1-Azolyl-1-halogéno-alcan-2-ones, et procédé de préparation de 1-azolyl-1-phénoxy-alcan-2-ones
US4252720A (en)	1981-02-24	Pyrazoline compounds
CN112225701A (zh)	2021-01-15	一种n-乙烯基唑类化合物的合成方法
IE42758B1 (en)	1980-10-08	Fungicidal agents
US3649662A (en)	1972-03-14	Process for the production of triorganolead compounds and compounds and mixtures formed thereby
EP0110536B1 (fr)	1988-09-21	Alcènes substitués et procédés pour leur préparation
SU447887A1 (ru)	1974-10-25	Способ получени 1,3,3-тризамещенных 3-азолилпропинов
US4921967A (en)	1990-05-01	Novel alkylcycloalkyl triazolylmethyl ketones as fungicide intermediates