SYNTHESIS OF NEW FUSED AND SPIRO HETEROCYCLES DERIVED FROM 4-AMINO-5-MERCAPTO-3-TRIFLUOROMETHYL-1,2,4-TRIAZOLE

Abstract

Some new heterocyclic systems 2-9 were obtained through the reaction of 4-amino-5-mercapto-3-trifluoromethyl-1,2,4-triazole (1) with ylidenemalononitriles, 1,3-diketones, halonitriles, active nitriles, aromatic aldehydes or ketones. Also spiro systems 10-12 were achieved in one pot synthesis by addition of compound 1 to isatine, cycloalkanones or ylidenenitriles followed by cyclization. The reaction of compound 1 with 3 [di(me-thylthio)-methylene] pentan-2,4-dione afforded compound 13 treated with cycloalkanones to give compounds 14.

Key Words:

• ylidenemalononitriles
• halonitriles
• cycloalkanones
• thiadiazepinotriazole
• thiadiazinotriazole
• thiadiazolotriazole