第 47 卷第 2 期Vol. 47 No. 2
2017 年 4 月Apr 2017
所属栏目：农药及中间体

3-（2-甲基-6-硝基苯基）-4，5-二氢异噁唑的合成研究
罗先福1，2，3，王晓光1，2，罗和安3，臧阳陵1，2，周锦萍1，2，刘国文1，2，黄幼援1，2 （1. 湖南化工研究院有限公司，湖南 长沙 410014；2. 农药化学品湖南省重点实验室，湖南 长沙 410014；3. 湘潭大学 化工学院，湖南 湘潭 411105）
摘　要：研究了常压下一锅法制备 3-（2-甲基-6-硝基苯基）-4，5-二氢异噁唑的方法。原料2-甲基-6-硝基苯甲醛肟溶解后通入氯气进行氯化反应，氮气吹脱过量的氯气和生成的氯化氢后，通入乙烯、滴加缚酸剂进行环合反应得到产品。探索了溶剂、溶剂的量、反应温度和反应时间等因素对反应的影响，优化条件为以1，2-二氯乙烷为溶剂、溶剂量为原料的5倍、室温反应、通入乙烯反应8 h，反应转化率99.5%。优化条件下，收率为90.5%。
关键词：1，3-偶极环加成；氯化；2-甲基-6-硝基苯甲醛肟；3-（2-甲基-6-硝基苯基）-4，5-二氢异噁唑
中图分类号：TQ252.4　　文献标识码：A　　文章编号：1009-9212（2017）02-0032-03
Synthesis of 3-(2-Methyl-6-nitrophenyl)-4,5-dihydroisoxazole
LUO Xian-fu1,2,3, WANG Xiao-guang1,2, LUO He-an3, ZANG Yang-ling1,2, ZHOU Jin-ping1,2, LIU Guo-wen1,2, HUANG You-yuan1,2 (1. National Engineering Center for Agrochemicals, Hunan Research Institute of Chemical Industry Co., Ltd., Changsha 410014, China; 2. Hunan Province Key Laboratory for Agrochemicals, Changsha 410014, China; 3. College of Chemical Engineering, Xiangtan University, Xiangtan 411105, China)
Abstract：One-pot synthesis of 3-(2-methyl-6-nitrophenyl)-4,5-dihydroisoxazole under atmospheric pressure was studied. Chlorine was induced to the solution of 2-methyl-6-nitrobenzaldehyde oxime. After the chlorination process was completed, nitrogen was induced to blow off the excess chlorine and the generated hydrogen chloride. Then ethylene was introduced and the acid binding agent was added. The product was synthesized by 1,3-dipolar cycloaddition. The effects of solvent, reaction temperature and time on the reaction were explored. Optimal conditions were as followings: 1,2-dichloroethane as solvent, the amount of solvent as 5 times quality of the raw materials, room temperature reaction and ethylene reaction for 8 hours, the reaction conversion rate of 99.5% was obtained and the yield was up to 90.5%.
Key words：1,3-dipolar cycloaddition; chlorination; 2-methyl-6-nitrobenzaldehyde oxime; 3-(2-methyl-6-nitrophenyl)-4,5-dihydroisoxazole
基金项目：国家自然科学基金（21672057）。
作者简介：罗先福（1983-），男，湖南津市人，博士，助理研究员，主要从事药物及其中间体的绿色合成工艺研究（E-mail：luofu1109@163.com）
收稿日期：2017-02-18