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Paper | Regular issue | Vol 75, No. 5, 2008, pp.1151-1161
Published online, 8th February, 2008
DOI: 10.3987/COM-07-11301
Studies with Condensed Aminothiophenes: Microwave Assisted Cycloaddition Reactions of Thieno[3,4-d]pyridazinone and Thieno[3,4-c]quinolinone

Saleh Mohammed Al-Mousawi,* Morsy Ahmed EL-Apasery, and Mohamed Hilmy Elnagdi

*Department of Chemistry, Faculty of Science, University of Kuwait, Safat 13060, P.O. Box 12613, Kuwait

Abstract

The arylformazane (2) was produced via coupling the α-oxoarylhydrazones (1) with aromatic diazonium salts. These formazane condensed readily with ethyl cyanoacetate to yield arylazopyridazinones (4) that reacted with sulphur in the presence of piperidine to yield the aminoazothienopyridazinone (5), the latter was reacted with electron poor olefins and acetylenes to yield aminoazophthalazines (8). Compound (8) was reacted with dimethylformamide dimethylacetal to yield amidine (9). Similarly aminothienoquinolinone (17) was reacted with electron poor olefins and acetylenes to yield aminophthalazines (20, 22a,b).