Process for producing pyridine-2,3-dicarboxylic acid...

C - Chemistry – Metallurgy – 07 – D

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C07D 213/78 (2006.01) C07D 213/803 (2006.01) C07D 213/81 (2006.01) C07D 471/04 (2006.01) C07D 491/048 (2006.01)

Patent

CA 1334412

A process for producing pyridine-2,3-dicarboxylic acid derivatives of the formula Image (I) is described. The process is based on the cleavage of HNR10R11 from 1-amino-1,2,3,4-tetrahydropyridine-2,3- dicarboxylic acid derivatives of the formula II Image (II) to give 1,4-dihydropyridine-2,3-dicarboxylic acid derivatives of the formula III Image (III); and subsequent oxidation of these compounds to obtain pyridine-2,3-dicarboxylic acid derivatives of the formula I. According to one variant of the process, the 1,4-dihydropyridine-2,3-dicarboxylic acid derivatives of the formula III are obtained directly, without isolation of the intermediately formed l-amino-l,2,3,4-tetrahydro- pyridine-2,3-dicarboxylic acid derivatives of the formula II, by reaction of .alpha.,.beta.-unsaturated hydrazones of the formula IV Image (IV) with ethene-1,2-dicarboxylic acid derivatives of the formula V Image (V); and subsequently oxidised to pyridine-2,3-dicarboxylic acid derivatives of the formula I. In the above formulae, R1, R2, R3, R4, R5, R10 and R11 have the meanings defined in claim 1. The pyridine-2,3-dicarboxylic acid derivatives of the formula I are intermediates for producing herbicidal active substances.

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