Preparation of 3-methylquinoline-8-carboxylic acid

Details Preparation of 3-methylquinoline-8-carboxylic acid Preparation of 3-methylquinoline-8-carboxylic acid

1990-08-23

1992-07-14

Morris, Patricia L.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D21548

Patent

active

051304341

ABSTRACT:
3-Methylquinoline-8-carboxylic acid I ##STR1## and derivatives thereof are prepared by reacting o-toluidine II or a derivative thereof ##STR2## with methacrolein II ##STR3## in 70-90% strength by weight sulfuric acid in the presence of iodine or of an iodine compound, and oxidizing the resulting 3,8-dimethylquinoline IV or a derivative thereof ##STR4## with nitric acid in a solution containing sulfuric acid, in the presence of vanadium ions, by a process in which, in the sulfuric acid-containing reaction solution of the 3,8-dimethylquinoline IV, the byproducts of the reaction are first decomposed by oxidation, the resulting 3,8-dimethylquinoline solution is concentrated by distillation and the 3,8-dimethylquinoline is then oxidized in situ with nitric acid to give the 3-methylquinoline-carboxylic acid.

REFERENCES:
patent: 4715889 (1987-12-01), Hagen et al.
patent: 4845226 (1989-06-01), Hagen et al.
patent: 5006659 (1991-04-01), Hagen et al.

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