新型含均三氮唑Schiff碱吡唑基Mannich碱的合成

Synthesis of a Novel Mannich Base Containing 1,2,4-Triazole Schiff Base and Pyrazole Unit

以N-(1-苯基-3-甲基-5-氯)吡唑甲酰肼基二硫代甲酸钾和水合肼为起始原料,经闭环反应制得4-氨基-5-(1-苯基-3-甲基-5-氯吡唑)-1,2,4-三唑-3-硫酮(2);2与对溴苯甲醛经缩合反应得4-(4-溴苯次甲亚胺)-5-(1-苯基-3-甲基-5-氯吡唑)-1,2,4-三唑-3-硫酮(3);以乙醇为溶剂,3在甲醛溶液中与吗啉于75℃反应4 h合成了新化合物——2-(吗啉亚甲基)-4-(4-溴苯次甲亚胺)-5-(1-苯基-3-甲基-5-氯吡唑)-1,2,4-三唑-3-硫酮,总收率37%,其结构经1H NMR,IR和元素分析表征。

4-（ 4-Bromobenzyli-deneamino）-5-（ 5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl）-2H-1,2,4-triazole-3（ 4H）-thione（ 3） was prepared by condensation of 4-bromobenzaldehyde with 4-amino-5-（ 5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl）-2H-1,2,4-triazole-3（ 4H）-thione,which was obtained by cyclization of potassium salt of 5-chloro-3-methyl-1-phenyl-1H-pyrazole-4-carbohydrazinecarbodithioic acid with hydrazine. A novel compound,4-amino-5-（ 5-chloro-3-methyl-1-phenyl-1Hpyrazol-4-yl）-2H-1,2,4-triazole-3（ 4H）-thione in total yield of 37%,was synthesized by the reaction of 3 with morpholine and formaldehyde in ethanol at 75 ℃ for 4 h. The structure was characterized by1 H NMR,IR and elemental analysis.