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Studies with pyridazines and condensed pyridazines: Routes for synthesis of 3‐amino‐5‐aryl‐2,5‐dihydro‐pyridazine, 10a H ‐pyridazino[1,6‐ a ]quinazoline and thieno[3,4‐ d ]pyridazinone
Author(s) -
Aziz Suzan Ibrahim,
Anwar Hany Fakhry,
ElApasery Morsy Ahmed,
Elnagdi Mohamed Hilmy
Publication year - 2007
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570440421
Subject(s) - chemistry , pyridazine , quinazoline , acrylonitrile , aryl , propionate , maleic anhydride , triazine , double bond , medicinal chemistry , organic chemistry , combinatorial chemistry , alkyl , polymer , copolymer
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.