Process for the preparation of dicarboxylic acids

Details Process for the preparation of dicarboxylic acids Process for the preparation of dicarboxylic acids

1997-12-12

1999-06-29

Fan, Jane

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

5483345, 548255, C07D21355

Patent

active

059170492

ABSTRACT:
Process for the preparation of a heterocyclic o-dicarboxylic acid containing at least one N atom, in which a corresponding benzo-fused heterocyclic compound containing at least one N atom is oxidised in the presence of hydrogen peroxide, a Bronsted acid and an iron compound.
Preferably Fe(NO.sub.3).sub.3 is used as the iron compound and HNO.sub.3 as the Bronsted acid. The amount of iron compound to be used preferably lies between 0.1 and 2 mol. %, relative to the amount of employed benzo-fused heterocyclic compound containing at least one N atom. Even higher yields can be obtained if a copper compound or an organic electron-transferring compound is also used, in addition to the iron compound.
In particular, the process according to the invention can be used to prepare 2,3-pyridine dicarboxylic acids from corresponding quinoline compounds.

REFERENCES:
patent: 4537971 (1985-08-01), Rebhahn et al.
patent: 4549024 (1985-10-01), Orth et al.
patent: 4754039 (1988-06-01), Michalowicz
O'Murchu, "Ozonolysis of Quinolines: A Versatile Synthesis of Polyfunctional Pyridines", Synthesis, Journal of Synthetic Organic Chemistry, 1989 No. 11, Nov. pp. 880-992.
Chemical Abstracts, vol. 116, No. 12, 30 Maart 1992. Columbus, Ohio, US; abstract No. 128648y, Y. Furukawa et al.: "Preparation of quinolinic acid" .

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