SYNTHESIS AND REACTIONS OF SOME 2-THIENYL- AND 2-THENOYL-DERIVATIVES OF THIAZOLE AND THIADIAZOLINE AND THEIR SELENIUM ANALOGS |
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| Authors: | Ahmed M Farag Hamdi M Hassaneen Ikhlas M Abbas Ahmad S Shawali Mohamad S Algharib |
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| Institution: | 1. Department of Chemistry, Faculty of Science , University of Cairo , Giza, Egypt;2. Faculty of Engineering , Suez Canal University , Port Said, Egypt |
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| Abstract: | Abstract 2-(Thiocyanatoacetyl)thiophene 2 and its selenium analog 3 couple with diazotized anilines and yield 3-aryl-2-imino-5-(2-thenoyl)-2,3-dihydro-1,3,4-thiadiazoles 6 and 3-aryl-2-imino-5-(2-thenoyl)-2,3-dihydro-1,3,4-selenadiazoles 7 respectively. The reactions of both 6 and 7 with nitrous acid, acetic anhydride and benzoyl chloride are described. Azo coupling of 2-amino-4-(2-thienyl)thiazole 17 and its selenazole analog 18 with diazotized anilines yielded the arylazo derivatives 19 and 20 respectively. Reaction of the hydrazidoyl bromide 16 with potassium thiocyanate, potassium selenocyanate, thiourea and selenourea yields 6, 7, 19, and 20 respectively. |
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| Keywords: | Hofmann elimination alkylammonium phosphite ethylene alkylation |
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