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Studies with pyridazines and condensed pyridazines: Routes for synthesis of 3-amino-5-aryl-2,5-dihydro-pyridazine, 10aH-pyridazino[1,6-a]quinazoline and thieno[3,4-d]pyridazinone

✍ Scribed by Suzan Ibrahim Aziz; Hany Fakhry Anwar; Morsy Ahmed El-Apasery; Mohamed Hilmy Elnagdi

Publisher: Journal of Heterocyclic Chemistry
Year: 2007
Tongue: English
Weight: 388 KB
Volume: 44
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570440421

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✦ Synopsis

Abstract

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Novel routes to 3‐aminopyridazines, 10a__H__‐pyridazino[1,6‐a]quinazoline and, thieno[3,4‐d]pyridazine utilizing the reaction of 2‐oxobutanal‐1‐arylhydrazones 3a,b with α,β‐unsaturated nitriles are described. Condensation of 3 with ethyl cyanoacetate afforded pyridazinones that reacted with sulphur yielding thienopyradazinone 10. Reaction of 10 with maleic anhydride and acrylonitrile afforded products of addition and hydrogen sulphide elimination. On other hand reacting 10 with enaminone and ethyl propionate afforded the product of addition of the amino function to activated double bond.

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