Heterocyclic Synthesis Containing New Spiro, Isolated (β -Lactam and Thiazolidinone) 3-Cyano-2, 4- Diamino Thiophene Derivatives

Abstract

The reaction of acetamide and malononitrile with elemental sulfur in ethanol containing piperidine catalyst afforded 3-cyano-2,4-diamino thiophene 1, which readily underwent condensation reaction with different aromatic aldehydes to yield Schiff bases (2a–c) Cyclization of (2a–e) by refluxing with chloroacetyl chloride and/or mercaptoacetic acid afforded new (β -lactam (3a–c) and New thiazolidinone (4a–c) derivatives, respectively. In addition, 1 reacted with chloroacetyl chloride in presence of ethanol and triethylamine to give 6. compound 6 react with different nitroso compounds to give Schiff bases (7a–c) which underwent cyclization with chloroacetyl chloride and/or mercaptoacetic acid to give spiro (β -lactam (8a–c) and spiro thiazolidinone derivatives (9a–c), respectively. Also, 6 reacts with different aromatic amines in presence of ethanol and piperidine catalyst to give Schiff bases (10a–c), cyclization of (10a–c) with chloroacety1chloride and/or mercaptoacetic acid afforded spiro β -lactam (11a–c) and Spiro thiazolidine derivatives (12a–c).