Synthesis and Biological Evaluation of 4-Thiazolidinones and Their Ketoazomethines
J. A. Hasanen1* and I. M. El-Deen2
1Chemistry Department, Faculty of Science, Suez Canal University, Ismailia, (Egypt) 2Chemistry Department, Faculty of Education, Suez Canal University, Port-Said, (Egypt)
Reactions of acetophenone-thiosemicarbazone (1) with w-bromo- methylaryl ketones, acetic anhydride, ethyl chloroacetate, diethyl oxalate and benzyl chloride yielded the corresponding imidazolidine derivatives (3a, b, 5 and 9), N-diacetyl and N-benzyl acetophenone-thiosemicarbazons (5 and 10) respectively. 3-(1-phenyl-ethylidene)-amino-2-thioxo-2, 3-dihydro-imidazo-lidin-4-one (8) was prepared via bromination of 6 with bromine to give bromo derivatives (7), followed by dehydrobromination of 7 with boiling acetic acid and sodium acetate. The mass spectral fragmentation patterns of some prepared compounds are described.
KEYWORDS:Synthesis, mass spectrum, Imidazolidine, Thioxo-imidazolidine
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