2′-芳基-3-(1,4,5,6-四氢-6-哒嗪酮-3-羰基)氨基硫脲及其环化产物的合成

Synthesis of 2′-Aryl-3-(1,4,5,6-tetrehydropyridazin-6-one-3-carbonyl)- thiosemicarbazide and Their Related Heterocyclic Compounds

以α 酮戊二酸为起始原料 ,合成了 1,4,5 ,6 四氢 6 哒嗪酮 3 甲酰肼 ( 2 ) ,然后将 2与异硫氰酸芳基酯反应得到相应的芳基氨基硫脲衍生物 3a～ 3f .用硫酸、醋酸汞或氢氧化钠分别将芳基氨基硫脲环化得到一系列新的 1,3 ,4 噻二唑、1,3 ,4 二唑和 1,2 ,4 三唑的衍生物 .化合物的结构经元素分析 ,IR ,1HNMR和MS谱得以证实 .

1,4,5,6-Tetrahydro-3-hydrozinocaybonyl-6-pyridazinone (2) was synthesized from alpha-ketoglutaric acid and hydrazine hydrate. 2'-Aryl-3-( 1, 4, 5, 6-tetrahydropyridazin-6-one-3-carbonyl) thiosemicarbazides (3a similar to 3f) were prepared by the reaction of aryl isothiocyanates with compound 2. While compounds 3a similar to 3f cyclized under sulphuric acid, mercuric acetate or sodium hydroxide to afford the terminal heterocyclic compounds 1,3,4-thiadiazole, 1,3,4-oxadiazole or 1,2,4-triazol-5-thione derivatives. The structures were determined by IR, H-1 NMR, MS and elemental analyses.