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■ A Facile Preparation of 3-Substituted 2-Thioxo-tetrahydoquinazolin-4-ones by the Reaction of Anthranilamide with Isothiocynates

Chao-Han Chan, Fang-Jy Shish, Kang-Chien Liu, and Ji-Wang Chern

*Medical Laboratories and Institute of Pharmacy, National Defense Medical Center, P.O. Box 90048-512, Taipei, Taiwan, R.O.C.

Abstract

3-Substituted 2-thioxa-tetrahydroquinazolin-4-ones (4a-d) can be synthesized in a convenient procedure directly by a treatment of anthranilemide with isothiocyanates at room temperature. However, anthranilamide was reacted with 4-isothiocyanato-1-benzylpiperidme (2e) leading to the formation of 2-[3-(1-benzyl-4-piperidinyl)]thioureidobenzarnide (3e) which was subsequently cyclized to 4e under a basic condition.