186965-61-7Relevant articles and documents
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
Al-Omran, Fatima,Abdel Khalik, Mervat Mohammed,Abou-Elkhair, Adel,Elnagdi, Mohammed Hilmy
, p. 91 - 94 (1997)
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 13a,b.
Arylhydrazonals as the aldehyde component in Baylis-Hillman reactions
Al-Awadi, Nouria A.,Ibrahim, Maher R.,Abdelhamid, Ismail A.,Elnagdi, Mohamed H.
, p. 8202 - 8205 (2008/12/22)
Arylhydrazonals were added to acrylonitrile or methyl vinyl ketone in the presence of DABCO or benzotriazole to yield the intermediate Baylis-Hillman adduct that cyclized under the reaction conditions with water elimination to yield dihydropyridazines. A pyridazine reacted with DMAD to yield a pyridine via a [4+2] Diels-Alder addition followed by retro Diels-Alder elimination of methylene aniline. Two pyridazines were condensed with DMFDMA to yield the corresponding enaminones that reacted with NH2NH2 to afford the pyrazolylpyridazines.
