1. Chemistry Department;2. Faculty of Science;3. University of Kuwait;4. P.O. Box 5969;5. Safat;6. 13060‐Kuwait. Tel.: +965‐4987559;7. fax: +965‐4816482;8. Department of Chemistry;9. Cairo University, Giza;10. A. R. Egypt
Abstract:
The utilization of arylhydrazononitriles ( 6‐9 ) for synthesis of azoles is demonstrated. Thus, arylazomalononitriles ( 6 ) reacted with hydroxylamine hydrochloride to afford isoxazol‐5‐imine ( 10 ), amidoxime ( 12 ) and bis‐amidoxime ( 13 ) derivatives depending upon both the reaction conditions and molar ratio employed. 2‐Thiazolyl‐2‐arylhydrazononitriles ( 7 ) and cyanoformazans ( 8 ) gave 1,2,3‐triazole derivatives ( 15 ) and ( 17 ) respectively upon treatment with hydroxylamine hydrochloride and concomitant loss of water molecule. Formation of novel 1,2,4‐triazin‐5(4H)‐one derivatives ( 21 ) has efficiently been carried out by treatment of amidoximes ( 18 ) with acetic anhydride in acetic acid.
