Effect of Iodine on the Antimicrobial Activity of New Spiro and Isolated β-Lactam Thiazolidinone Derivatives

Abstract

The reaction of 1,4-naphthoquinone with a mixture of urea and ethylcyanoacetate in ethanol containing a piperidine catalyst afforded compound 1 , which reacted with acetonitrile and steam of hydrogen chloride to yield compound 2, which readily condensed with different aromatic amine to give 3a–c . Compound 3a–c reacted with chloroacetyl chloride and/or mercaptoacetic acid to give spiro β-Lactam 4a–c , and spiro thiazolidinone 5a–c also isolated β-Lactam and thiazolidinone 7a–d and 8a–d prepared from a reaction of isolated schiff base 6a–d with chloroacetyle chloride and mercaptoacetic acid. Compound 2 reacted with ethyl iodide to give compound 9 , which used to synthesis of new shiff bases 10a–c and 13a–d . The new schiff bases 10a–c and 13a–d reacted with chloroacetyl chloride or mercaptoacetic acid to give B-Lactams 11a–c and 14a–d and thiazolidinone derivatives 12a–c and 15a–d .