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Syntheses with Unsaturated Nitriles, IX: 3(2 H )‐Pyridazinones from Alkylidenemalononitrile Dimers
Author(s) -
Mokrosz Maria J.
Publication year - 1993
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.19933260109
Subject(s) - tautomer , chemistry , toluene , ethanol , aryl , boiling , base (topology) , medicinal chemistry , hydrazone , organic chemistry , alkyl , mathematical analysis , mathematics
The coupling of 1‐amino‐2,6,6‐tricyanocyclohexadiene derivatives 1 ‐ 3 with a variety of aryldiazonium salts produces the hydrazones 5 ‐ 7 which in the presence of weak base in ethanol at elevated temperature furnish 2‐aryl‐4‐cyanopyridazin‐3( 2H )‐ones 8 ‐ 10 . In boiling toluene, however, the tautomeric hydrazones 11 ‐ 13 are being formed.