Studies With Functionally Substituted Heteroaromatics: A Novel Route for the Synthesis of 1-Aryl-6-oxopyridazinones, 1-Arylpyridazine-6-imines and 1-Aryl-6-imino-4-pyridazinals

Fatima Al-Omran; Mervat Mohammed Abdel Khalik; Adel Abou-Elkhair; Mohammed Hilmy Elnagdi

doi:10.1055/s-1997-1512

Synthesis 1997; 1997(1): 91-94
DOI: 10.1055/s-1997-1512

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Studies With Functionally Substituted Heteroaromatics: A Novel Route for the Synthesis of 1-Aryl-6-oxopyridazinones, 1-Arylpyridazine-6-imines and 1-Aryl-6-imino-4-pyridazinals

Fatima Al-Omran^* , Mervat Mohammed Abdel Khalik, Adel Abou-Elkhair, Mohammed Hilmy Elnagdi¹

^*Department of Chemistry, Faculty of Science, University of Kuwait, P.O. Box 5969, Safat 13060, Kuwait, Fax +965(48)16482

Abstract

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Aryldiazonium salts couple with the 3-dimethylamino-1-substituted enones 1 a-c to yield 2-arylhydrazono-3-oxo-3-substituted-propanals which are excellent precursors for the synthesis of pyridazinones. The coupling reaction of 2-cyano-5-dimethylamino-3-substituted-penta-2,4-dienonitrile 12 a-b with benzene diazonium salts in ethanolic sodium hydroxide gives the pyridazinals 13 a, b.

A novel synthesis of 1 from readily obtainable enaminones is reported

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