1-甲基-3-正丙基-4-氨基-5-吡唑羧酰胺的制备

Synthesis of 4-Amino-1-methyl-3-n-propylpyrazole-5-carboxamide

1 甲基 3 正丙基 5 吡唑羧酸经硝酸 -浓硫酸硝化制得 1 甲基 3 正丙基 4 硝基 5 吡唑羧酸 ,收率 85 %;用氯化亚砜将其酰氯化制得 1 甲基 3 正丙基 4 硝基 5 吡唑羧酰氯 ,该吡唑羧酰氯与浓氨水反应制得 1 甲基 3 正丙基 4 硝基 5 吡唑羧酰胺 ,收率 90 %;硝基吡唑羧酰胺在乙醇中用氯化亚锡还原制得 1 甲基 3 正丙基 4 氨基 5 吡唑羧酰胺 ,收率 84%。研究了反应的较佳合成工艺条件 ,产品经TLC、IR及MS谱进行了结构表征。

Nitration of 1-methyl-3-n-propylpyrazole-5-carboxylic acid with HNO 3-H 2SO 4 afforded 1-methyl-4-nitro-3-n-propylpyrazole-5-carboxylic acid(Ⅰ)in 85% yield.Treatment of Ⅰ with thionyl chloride followed by reaction with conc. aqueous ammonia gave 1-methyl-4-nitro-3-n-propylpyrazole-5-carboxamide(Ⅱ)in 90% yield.Reduction of Ⅱ with stannous chloride gave 4-amino-1-methyl-3-n-propylpyrazole-5-carboxamide in 84% yield.The optimum process conditions were acquired and structures of the products were identified by IR and MS spectrometry.