FACILE SYNTHESIS OF THIADIAZOLO QUINAZOLINE DERIVATIVES VIA THE JAPP-KLINGEMANN REACTION

DOI: 10.1016/0040-4020(82)80243-3

Source and publish data:

Tetrahedron p. 1527 - 1530 (1982)

Update date:2022-08-04

Topics:

Authors:

Abdelhamid, Abdou O.

Hassaneen, Hamdi M.

Abbas, Ikhlass M.

Shawali, Ahmad S.

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Article abstract of DOI:10.1016/0040-4020(82)80243-3

Diazotized anthranilic acid and its methyl ester react with substituted α-thiocyanatoacetoacetanilides 3a-c to give in both cases the corresponding thiadiazolo<2,3-b> quinazolines 6a-c, respectively.A mechanism is proposed and it is substantiated by synthesis of 6a from N-(2-carboxyphenyl)-C-phenylcarbamoyl hydrazidoyl chloride 8a or its N-(2-methoxycarbonylcarbonylphenyl) analogue 8d.

Full text of DOI:10.1016/0040-4020(82)80243-3

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