火炸药学报2017，Vol.40Issue(1)：25-27,44,4.DOI:10.14077/j.issn.1007-7812.2017.01.005
2,6-二氨基吡嗪-1-氧化物的合成优化
Optimization of Synthetic Method of 2,6-Diamino-pyrazine-1-oxide
王金敏 1杜杨1
作者信息
- 1. 南京理工大学化工学院,江苏 南京 210094
- 折叠
摘要
Abstract
2,6-Diamino-pyrazine-1-oxide(DAPO) was synthesized by two-step reactions of nitrosylation and cyclization, using iminodiacetonitrile as starting material.The total yield of DAPO was 66.6%.Its structure was characterized by 1H NMR,IR and MS.The effects of catalyst, dosage of sodium hydroxide and initial temperature etc factors for cyclization reaction on the total yield of DAPO were investigated.Triethylamine used in traditional synthesis method was replaced by sodium hydroxide as the catalyst.The optimum process conditions of preparing DAPO via cyclization reaction were determined as∶ONN(CH2CN)2∶NH2OH·HCl∶NaOH=10∶06∶10 (mass ratio),the initial temperature was 5-10℃,the reaction time was 30min,then,the reaction temperature was 20℃, the reaction time was 2h.The results show that compared with the method of triethylamine as catalyst, the yield of synthesizing DAPO by cyclization reaction is significantly increased from 57.0% to 787% with sodium hydroxide as catalyst.According to the synthetic process of DAPO,the cyclization mechanism of DAPO is proposed: nucleophilic addition occurs between hydroxylamine and N-nitrosobis(cyanomethyl)amine, generating the condensation product of N-nitroso-bis(cyanomethyl)amine, this compound cyclizes with hydroxylamine under the effect of alkali,and the final product DAPO is obtained.关键词
有机化学/亚氨基二乙腈/2/6-二氨基吡嗪-1-氧化物/DAPO/合成优化Key words
organic chemistry/iminodiacetonitrile/2/6-diamino-pyrazine-1-oxide/DAPO/synthetic optimization分类
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王金敏,杜杨..2,6-二氨基吡嗪-1-氧化物的合成优化[J].火炸药学报,2017,40(1):25-27,44,4.
