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Synthesis of polyfunctionally substituted pyridazines
Author(s) -
Ghozlan Said Ahmed Soliman,
Mohamed Mona Hassan,
Fakhr Yehia,
Elnagdi Mohamed Hilmy
Publication year - 1990
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.199019900153
Subject(s) - chemistry , malononitrile , pyridazine , hydrochloride , sodium ethoxide , reagent , acetic acid , hydrazone , hydrochloric acid , hydrazine (antidepressant) , hydroxylamine , acetic anhydride , organic chemistry , hydroxylamine hydrochloride , medicinal chemistry , chromatography , catalysis , ethanol
The pyridazines 3 , 4 , 5 , and 7 were obtained by reaction of the hydrazone derivatives 2 with several reagents. By treatment of 5 with acetic acid/hydrochloric acid, the pyrazolo[4,3‐ c ]‐pyridazine 6 was formed. The pyrido‐pyridazine derivatives 8 and 9 were obtained by reaction of 2 and 3 with malononitrile and ethyl cyanoacetate, respectively, and the isoxazolo‐pyridazines 11 by reaction of 3a , b with hydroxylamine hydrochloride in ethanolic sodium ethoxide solution. The intermediate 9 was separated by reaction of 3a , b with hydroxylamine hydrochloride in ethanolic sodium acetate solution.