Synthesis of thieno(2,3-d)pyrimidines from 6-imino-6H-1,3-thiazine hydroperchlorates

摘要

Mechanism of ring transformation reactions starting from substituted 6-imino-6H-1,3-thiazine hydroperchlorates is depending upon the substituent in position 5 of the thiazine nucleus. Starting from 4-methylthio-2-phenyl-6-imino-6H-1,3-thiazin-5-carbonitrile hydroperchlorat various 6-substituted 5-amino-4-methylthio-2-phenylthieno[2,3-d]pyrimidines can be obtained by reaction with acceptor substituted halogenmethanes under basic conditions in an one pot synthesis.