Pyrimidine Derivatives. II. New Synthesis and Reactions of 4-Amino-2-methylthiopyrimidine Derivatives

Abstract

4-Amino-2-methylthiopyrimidine derivatives (4) were synthesized by the cyclization of 3-cyano-2-methylisothiourea (2) with ketones (3). Oxidation of 4 produced 4-amino-2-methylsulfinyl or 2-methylsulfonylpyrimidine derivatives (7 or 8). Amination of 7 or 8 gave hypoglycemic 2-(1-piperazinyl) pyrimidines (1). Compounds 4 were converted to 4 (3H)-pyrimidinone derivatives (12). Derivatives 1 were also synthesized via 12.