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Synthesis and Antimicrobial Evaluation of Some New Thiophene Derivatives
Authors:A M Khalil  M A Berghot  Ghada E Abd El-Ghani
Institution:Department of Chemistry, Faculty of Science , Mansoura University , Mansoura, Egypt
Abstract:2-(2-Cyano-acetylamino)-4,5,6,7-tetrahydro-benzob]thiophene-3-carboxamide(3) was used as starting material for synthesis of 4-thiazolidinone, thiazolidine, and thiophene derivatives 6, 7a, b, and 8a, b, respectively. Thiocarbomyl derivative 5, 4-thizolidinone 9, and thioxothiazolidine 10 were obtained from reaction of 3 with thioglycolic acid and phenyl isothiocyanate/sulfur, respectively. Condensation of 3 with selected cyclic ketones and aromatic aldehydes yielded the arylidine derivatives 11a, b and 13, respectively. Refluxing of 11a, b with sulfur and morpholine yielded the thiophene derivatives 12a, b, respectively. Diazocoupling of compound 3 withp-tolyl diazonium chloride yielded the hydrazone derivative 14. The newly synthesized compounds were characterized by infrared, 1H NMR, and mass spectral studies. Representative compounds of the synthesized product were tested and evaluated as antimicrobial agents. Compound 12b gives very high antimicrobial activity against Ampicillin.
Keywords:Ampicillin  antimicrobial evaluation  thiazolidine  thiazolidinone  thiophene  thiophene derivatives
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