Chemistry Department, Faculty of Science, University of Kuwait, P.O. Box 5969, Safat 13060, Kuwait.
Molecules. 2010 May 4;15(5):3302-10. doi: 10.3390/molecules15053302.
Arylhydrazonomalononitriles 1a,b react with phenylhydrazine to yield amidrazones 2a,b that cyclize to give 2-aryl-5-phenylhydrazono-2,5-dihydro-[1,2,4]-triazine-6-carbonitriles 5a,b upon reaction with dimethylformamide dimethylacetal (DMFDMA). Refluxing 5a,b in glacial acetic acid resulted in the formation of the pyrazolo-1,2,4-triazines 6a,b. Compounds 6a,b were also formed upon treatment of 3-amino-4-phenylhydrazono-1-phenyl-2-pyrazolin-5-ones 7a,b with DMFDMA. Reacting these triazinyl arylhydrazononitriles 5a,b with hydroxylamine hydrochloride in ethanolic sodium acetate afforded amidrazones 8a,b that are readily cyclized in refluxing dimethylformamide into [1,2,4]triazino[1,2,3]triazines 10a,b.
芳基腙丙二腈 1a,b 与苯肼反应生成酰胺腙 2a,b，它们与二甲基甲酰胺二甲缩醛 (DMFDMA) 反应环化生成 2-芳基-5-苯腙基-2,5-二氢-[1,2,4]-三嗪-6-甲腈 5a,b。将 5a,b 在冰醋酸中回流导致吡唑并[1,2,4]三嗪 6a,b 的形成。化合物 6a,b 也可以通过 3-氨基-4-苯腙基-1-苯基-2-吡唑啉-5-酮 7a,b 与 DMFDMA 反应得到。将这些三嗪基芳基腙丙二腈 5a,b 与盐酸羟胺在乙醇乙酸钠中反应，得到酰胺腙 8a,b，它们在回流的二甲基甲酰胺中很容易环化生成[1,2,4]三嗪并[1,2,3]三嗪 10a,b。
