SYNTHESIS OF DERIVATIVES OF (4-METHYL-2-QUINOLYLTHIO)ACETIC AND (4-METHYL-2-QUINOLYLTHIO)PROPIONIC ACIDS

Abstract

An efficient synthesis has been developed for derivatives of (4-methyl-2-quinolylthio)acetic and (4-methyl-2-quinolylthio)propionic acids by the reaction of 4-methyl-2-thioxoquinoline with methyl methacrylate, the amide of methacrylic acid, acrylonitrile, ethyl bromoacetate, and ethyl acrylate. The hydrolysis of the resultant intermediates by (quinolylthio)acetic and (quinolylthio)propionic acids gave the corresponding acid products, which are also formed in the reaction of 4-methyl-2-thioxoquinoline with chloroacetic and acrylic acids. The reaction of 4-methyl-2-thioxoquinoline with allyl bromide was studied. The potassium permanganate oxidation of the resultant 2-allylthio-4-methylquinoline led to (4-methyl-2-quinolylthio)acetic acid.

How to Cite
Avetisyan, A. A.; Aleksanyan, I. L. Chem. Heterocycl. Compd. 2005, 41, 350. [Khim. Geterotsikl. Soedin. 2005, 403.]

For this article in the English edition, see DOI 10.1007/s10593-005-0154-z