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EP0299362A1 Expired / Lapsed EP ⏱️ 0.0 years remaining

Process for preparing pyridine-2,3- dicarboxylic acid compounds

Assignee: Osaka Soda Co Ltd
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Filing: 1988-07-07
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Granted: —
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Expires: 2008-07-07
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Abstract

Abstract Described is an improved process for preparing pyridine-2,3-­dicarboxylic acid compounds of the formula: wherein R¹ and R³ are each H, (un)substituted alkyl, or (un)substituted phenyl; R² is H, (un)substituted alkyl, un)substituted phenyl, alkylthio, alkoxy, (un)substituted phenylthio, (un)substituted phenoxy, halogen, alkoxy­carbonyl, aminocarbonyl which may optionally be substituted, or cyano; or both of R¹ and R² or both R² and R³ may combined together to form a divalent alkylene; and R⁴ and R⁵ are each alkyl. The compounds are useful as intermediates for preparing herbicidally effective compounds, which comprises reacting an enone (II) and an aminodiester (III) of the formulae:

Inventors

  • 👤 Keishiro Nagao

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-05 06:45
CPC Classifications
C; C07; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/60; C07D213/78; C07D213/79; C07D213/80; C07D221/00; C07D221/02; C07D221/04

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 220 words
A process for preparing pyridine-2,3-­dicarboxylic acid compounds of the formula: wherein R¹ and R³ are the same or different and are each a hydrogen atom, a substituted or unsubstituted straight chain or branched chain alkyl having 1 to 4 carbon atoms, or a substituted or unsubstituted phenyl; R² is hydrogen atom, a substituted or unsubstituted straight chain or branched chain alkyl having 1 to 4 carbon atoms, a substituted or unsubstituted phenyl, a straight chain or branched chain alkylthio having 1 to 4 carbon atoms, a straight chain or branched chain alkoxy having 1 to 4 carbon atoms, a substituted or unsubstituted phenylthio, a substituted or unsubstituted phenoxy, a halogen atom, a straight chain or branched chain alkoxycarbonyl having 1 to 4 carbon atoms in the alkoxy moiety, an aminocarbonyl which may optionally have a substituent, or cyano; or both of R¹ and R² or both R² and R³ may together form a divalent alkylene selected from trimethylene, tetramethylene and penta­methylene; and R⁴ and R⁵ are the same or different and are each a straight chain or branched chain alkyl having 1 to 4 carbon atoms, which comprises reacting an enone of the formula (II): wherein R¹, R² and R³ are as defined above with an aminodiester of the formula (III): R⁴OOCCH=C(NH₂)COOR⁵ wherein R⁴ and R⁵ are as defined above.
Claim 2
Dependent Claim 220 words
A process for preparing pyridine-2,3-­dicarboxylic acid compounds of the formula: wherein R¹ and R³ are the same or different and are each a hydrogen atom, a substituted or unsubstituted straight chain or branched chain alkyl having 1 to 4 carbon atoms, or a substituted or unsubstituted phenyl; R² is hydrogen atom, a substituted or unsubstituted straight chain or branched chain alkyl having 1 to 4 carbon atoms, a substituted or unsubstituted phenyl, a straight chain or branched chain alkylthio having 1 to 4 carbon atoms, a straight chain or branched chain alkoxy having 1 to 4 carbon atoms, a substituted or unsubstituted phenylthio, a substituted or unsubstituted phenoxy, a halogen atom, a straight chain or branched chain alkoxycarbonyl having 1 to 4 carbon atoms in the alkoxy moiety, an aminocarbonyl which may optionally have a substituent, or cyano; or both of R¹ and R² or both R² and R³ may together form a divalent alkylene selected from trimethylene, tetramethylene and penta­methylene; and R⁴ and R⁵ are the same or different and are each a straight chain or branched chain alkyl having 1 to 4 carbon atoms, which comprises reacting an enone of the formula (II): wherein R¹, R² and R³ are as defined above with an aminodiester of the formula (III): R⁴OOCCH=C(NH₂)COOR⁵ wherein R⁴ and R⁵ are as defined above.
Claim 3
Dependent Claim 24 words
The process according to claim 1, wherein the reaction of the enone (II) and the aminodiester (III) is carried out without using any solvent.
Claim 4
Dependent Claim 25 words
The process according to claim 1, wherein the reaction of the enone (II) and the aminodiester (III) is carried out in a neutral organic solvent.
Claim 5
Dependent Claim 26 words
The process according to claim 1, wherein the reaction of the enone (II) and the aminodiester (III) is carried out in an organic carboxylic acid solvent.
Claim 6
Dependent Claim 27 words
The process according to claim 1, wherein the reaction of the enone (II) and the aminodiester (III) is carried out at a temperature of 50° to 150°C.
Claim 7
Dependent Claim 27 words
The process according to claim 1, wherein the reaction of the enone (II) and the aminodiester (III) is carried out in the presence of an acid catalyst.

References Cited (Backward Citations)

EP0067511A2 Cited
DE3634975A1 Cited

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