超声波辐射下合成N-取代苯并噻唑-2-氨基-N'-取代吡唑-4-甲酰基硫脲

为实现多种活性成分的有效叠加和为药物筛选提供先导化合物, 以1-苯基-3-甲基-5-氯/苯氧基-4-吡唑甲酸为初始原料, 依次合成1-苯基-3-甲基-5-氯/苯氧基-4-吡唑甲酰氯、1-苯基-3-甲基-5-氯/苯氧基-4-吡唑甲酰基异硫氰酸酯, 再与取代苯并噻唑肼反应生成了8个未见报道的N-取代苯并噻唑-2-氨基-N'-取代吡唑-4-甲酰基硫脲. 采用超声波催化法合成了标题化合物, 并与加热回流的常规方法进行了对比. 超声波催化法具有操作简单、反应时间短、条件温和、产率高、副反应少等优点, 为此类化合物的合成提供了一种有效的新方法. 标题化合物经元素分析, IR, ¹H NMR确证结构.

Synthesis of N-Substituted Benzothia-zol-2-yl-amino-N'-substituted Pyrazol-4-yl-carbonylthiourea under Ultrasound

In order to realize combination of multiform active ingredients and supply lead compound for drug screening, eight novel N-substituted benzothiazol-2-yl-amino-N′-substituted pyrazol-4-yl-carbonylthiourea derivatives were prepared by the reaction of substituted benzothiazol-2-ylhydrazines with substituted pyra-zol-4-ylcarbonyl isothiocyanates. The intermediates, 1-phenyl-3-methyl-5-chloro/phenoxyl pyrazol-4-ylcarbonyl chloride and 1-phenyl-3-methyl-5-chloro/phenoxyl pyrazol-4-ylcarbonyl isothiocyanate, were synthesized by using 1-phenyl-3-methyl-5-chloro/phenoxyl pyrazole-4-carboxylic acid as starting material. The synthetic process was carried out both under ultrasound and under heating. After comparison, it was found that the process under ultrasound had many merits with excellent yield, short time, simple operation and less secondary reaction. Their structures were confirmed by IR, ¹H NMR spectra and elemental analysis.