CA2026761A1 - Preparation of isoxazole-4,5-dicarboxylic diesters - Google Patents

Preparation of isoxazole-4,5-dicarboxylic diesters

Info

Publication number
CA2026761A1
CA2026761A1 CA2026761A CA2026761A CA2026761A1 CA 2026761 A1 CA2026761 A1 CA 2026761A1 CA 2026761 A CA2026761 A CA 2026761A CA 2026761 A CA2026761 A CA 2026761A CA 2026761 A1 CA2026761 A1 CA 2026761A1
Authority
CA
Canada
Prior art keywords
radical
formula
isoxazole
preparation
dicarboxylic diesters
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
CA2026761A
Other languages
French (fr)
Other versions
CA2026761C (en
Inventor
Thomas Kuekenhoehner
Hans Theobald
Norbert Goetz
Klaus Ditrich
Michael Steiniger
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
Individual
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 Individual filed Critical Individual
Publication of CA2026761A1 publication Critical patent/CA2026761A1/en
Application granted granted Critical
Publication of CA2026761C publication Critical patent/CA2026761C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
    • C07D261/02—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
    • C07D261/06—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members
    • C07D261/10—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members 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
    • C07D261/18—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

A process for preparing novel isoxazole-4,5-dicarboxylic diesters of the formula I
(see formula I) where R1 is an aliphatic radical of 1 to 20, cycloaliphatic radical of 3 to 10, aromatic radical of 6 to 10, heteroaromatic or heterocyclic radical of 3 to 10 or araliphatic radical of 4 to 12 carbon atoms, each radical being unsubstituted or substituted by substituents which are inert under the reaction conditions, and where R2 and R3 are each alkyl, comprises reacting an aldoxime of the formula II
(see formula II) with an acetylenedicarboxylic diester of the formula III
R2OOC-C~C-COOR3 (III) in solution, in the presence of an aqueous solution of a hypohalite in the pH range from 5 to 10.
CA002026761A 1989-10-03 1990-10-02 Preparation of isoxazole-4,5-dicarboxylic diesters Expired - Fee Related CA2026761C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEP3932915.1 1989-10-03
DE3932915A DE3932915A1 (en) 1989-10-03 1989-10-03 METHOD FOR PRODUCING ISOXAZOLE-4,5-DICARBONIC ACID DIESTERS

Publications (2)

Publication Number Publication Date
CA2026761A1 true CA2026761A1 (en) 1991-04-04
CA2026761C CA2026761C (en) 2001-01-02

Family

ID=6390708

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002026761A Expired - Fee Related CA2026761C (en) 1989-10-03 1990-10-02 Preparation of isoxazole-4,5-dicarboxylic diesters

Country Status (7)

Country Link
EP (1) EP0421226B1 (en)
JP (1) JP3148226B2 (en)
CA (1) CA2026761C (en)
DE (2) DE3932915A1 (en)
ES (1) ES2066075T3 (en)
HU (1) HU208000B (en)
IL (1) IL95774A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
HUT56835A (en) * 1990-03-21 1991-10-28 Basf Ag Process for the production of izoxazole-4,5-dicarbonic acid -diesthers

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2754832A1 (en) * 1977-12-09 1979-06-13 Basf Ag PROCESS FOR MANUFACTURING ALIPHATIC NITRILE OXIDES

Also Published As

Publication number Publication date
IL95774A0 (en) 1991-06-30
DE59008184D1 (en) 1995-02-16
ES2066075T3 (en) 1995-03-01
JPH03130272A (en) 1991-06-04
HU906307D0 (en) 1991-04-29
IL95774A (en) 1994-12-29
CA2026761C (en) 2001-01-02
HU208000B (en) 1993-07-28
EP0421226B1 (en) 1995-01-04
DE3932915A1 (en) 1991-04-11
JP3148226B2 (en) 2001-03-19
HUT55370A (en) 1991-05-28
EP0421226A3 (en) 1991-06-26
EP0421226A2 (en) 1991-04-10

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Legal Events

Date Code Title Description
EEER Examination request
MKLA Lapsed