CA2028650A1 - Preparation of cis-2-(1h-1,2,4-triazol-1-ylmethyl)-2-(halophenyl)-3-(halophenyl)oxirane - Google Patents

Preparation of cis-2-(1h-1,2,4-triazol-1-ylmethyl)-2-(halophenyl)-3-(halophenyl)oxirane

Info

Publication number
CA2028650A1
CA2028650A1 CA002028650A CA2028650A CA2028650A1 CA 2028650 A1 CA2028650 A1 CA 2028650A1 CA 002028650 A CA002028650 A CA 002028650A CA 2028650 A CA2028650 A CA 2028650A CA 2028650 A1 CA2028650 A1 CA 2028650A1
Authority
CA
Canada
Prior art keywords
halophenyl
triazol
oxirane
ylmethyl
cis
Prior art date
Legal status (The legal status 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 status listed.)
Granted
Application number
CA002028650A
Other languages
French (fr)
Other versions
CA2028650C (en
Inventor
Eckhard Hickmann
Rainer Seele
Reiner Kober
Heinz Isak
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF SE
Original Assignee
BASF SE
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.)
Filing date
Publication date
Application filed by BASF SE filed Critical BASF SE
Publication of CA2028650A1 publication Critical patent/CA2028650A1/en
Application granted granted Critical
Publication of CA2028650C publication Critical patent/CA2028650C/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/06—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing only aliphatic 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
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Epoxy Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Abstract of the Disclosure: A process is described for the preparation of cis-2-(1H-1,2,4-triazol-1-ylmethyl)-2-(halophenyl)-3-(halophenyl)oxirane I

by epoxidizing Z-3-(1H-1,2,4-triazol-1-yl)-2-(halo-phenyl)-1-(halophenyl)propene II,
CA002028650A 1989-11-04 1990-10-26 Preparation of cis-2-(1h-1,2,4-triazol-1-ylmethyl)-2-(halophenyl)-3-(halophenyl)oxirane Expired - Lifetime CA2028650C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEP3936821.1 1989-11-04
DE3936821A DE3936821A1 (en) 1989-11-04 1989-11-04 METHOD FOR PRODUCING CIS-2- (1H-1,2,4-TRIAZOL-1-YLMETHYL) -2- (HALOGENPHENYL) -3- (HALOGENPHENYL) -OXIRAN

Publications (2)

Publication Number Publication Date
CA2028650A1 true CA2028650A1 (en) 1991-05-05
CA2028650C CA2028650C (en) 2003-09-30

Family

ID=6392916

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002028650A Expired - Lifetime CA2028650C (en) 1989-11-04 1990-10-26 Preparation of cis-2-(1h-1,2,4-triazol-1-ylmethyl)-2-(halophenyl)-3-(halophenyl)oxirane

Country Status (10)

Country Link
EP (1) EP0427061B1 (en)
JP (1) JP2983054B2 (en)
KR (1) KR0157314B1 (en)
AT (1) ATE116315T1 (en)
CA (1) CA2028650C (en)
DE (2) DE3936821A1 (en)
DK (1) DK0427061T3 (en)
ES (1) ES2066089T3 (en)
MD (1) MD332C2 (en)
RU (1) RU2071473C1 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111848504A (en) * 2019-04-29 2020-10-30 沈阳中化农药化工研发有限公司 Manganese catalyst and application thereof in catalyzing epoxidation of triazolene to prepare epoxiconazole

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NZ272586A (en) * 1995-07-17 1996-10-28 Apotex Inc Process for preparing fluconazole and triazolylepoxypropane precursors
IL165248A0 (en) * 2002-06-24 2005-12-18 Basf Ag Method for the production of 1,2,4-triazolylmethyl-oxiranes
EP2746275A1 (en) 2012-12-19 2014-06-25 Basf Se New substituted triazoles and imidazoles and their use as fungicides
CN103936723B (en) * 2013-01-23 2016-06-29 沈阳中化农药化工研发有限公司 A kind of method that catalysis triazole alkene epoxidation prepares epoxiconazole

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2952755A1 (en) * 1979-12-29 1981-07-02 Bayer Ag, 5090 Leverkusen METHOD FOR PRODUCING OXIRANES
CA1271764A (en) * 1985-03-29 1990-07-17 Stefan Karbach Azolylmethyloxiranes, their preparation and their use as crop protection agents

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111848504A (en) * 2019-04-29 2020-10-30 沈阳中化农药化工研发有限公司 Manganese catalyst and application thereof in catalyzing epoxidation of triazolene to prepare epoxiconazole

Also Published As

Publication number Publication date
EP0427061A2 (en) 1991-05-15
JPH03153682A (en) 1991-07-01
MD332C2 (en) 1996-03-31
EP0427061B1 (en) 1994-12-28
ES2066089T3 (en) 1995-03-01
KR910009695A (en) 1991-06-28
DE59008135D1 (en) 1995-02-09
KR0157314B1 (en) 1998-11-16
DK0427061T3 (en) 1995-02-27
CA2028650C (en) 2003-09-30
DE3936821A1 (en) 1991-05-08
EP0427061A3 (en) 1992-01-02
MD332B1 (en) 1995-11-30
RU2071473C1 (en) 1997-01-10
JP2983054B2 (en) 1999-11-29
ATE116315T1 (en) 1995-01-15

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