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Pyridazines. XXV . Formation of 2-Benzoyl-2,5-dihydro-3-pyridazinecarbonitrile Derivatives in the Reissert Reaction of Pyridazines
Dostal, Wolfgang,Heinisch, Gottfried
, p. 1543 - 1546 (2007/10/02)
Pyridazines 1a,b on treatment with potassium cyanide/benzoyl chloride in a mixed solvent system gave 2-benzoyl-2,5-dihydro-3-pyridazinecarbonitriles 3a,b together with products resulting from attack of one mole of cyanide ion and three moles of benzoyl chloride (5a,b).The structures of these novel compounds are proved.A plausible reaction mechanism is proposed, involving rearrangement of initially formed 2a,b into 3a,b.Furthermore, the synthesis of the pyridazine Reissert compound 2a is reported.
