ORGN 404 |
| Mahmoud Badr, A.A. Geies, M.S. Abbady, and A.A. Dahy. Chemistry Department, Assiut University, Faculty of Science, Assiut, Egypt |
| 3-Amino-2-Cyano-4-(p-tolyl)thieno[3',2':5,6]pyrido[3,2-c]cinnoline 1 under-went ring closures with formamide and carbon disulphide to afford pyrimidothienopyridocinnaline 2 and its pyrimido-9,11-thione derivative 3 respectively. Treatment of 1 with triethylorthoformate followed by hydrazine hydrate produced 10-amino-11-imino-pyrimido system 5 which in turn reacted with triethylorthoformate, acetic acid, carbon disulphide and acetylacetone to cyclise into the systems, 1,2,4-triazolo, 2-methyltriazolo, triazolo-2-thione and 1,2,4-triazepinopyrimido thienopyridocinnolines 6-8,11 respectively. Similarly, 3-amino-2-carboxamido-thienopyridocinnoline 12 was reacted with triethylorthoformate to give pyrimidothienopyridocinnoline-11-one 13 which was treated with phosphorous oxychloride then followed by hydrazine hydrate to produce 11-hydrazinopyrimido system 16. Treatment of 16 with triethylorthoformate, acetic anhydride, carbon disulphide, ethyl chloroformate afforded the systems, 1,2,4-triazolopyrimidothienopyrido- cinnoline derivatives 16-18,20 respectively. |
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Physical Organic, Materials, Heterocycles, Aromatics, Metal-Mediated Reactions
8:00 PM-10:00 PM, Tuesday, September 9, 2003 Hilton New York -- Americas Hall 1, Poster
Division of Organic Chemistry |