[1]王艳玲,陈义兴,张义军,等.中试规模生产除草剂苯嗪草酮[J].江西师范大学学报(自然科学版),2014,(01):11-13.
 WANG Yan-ling,CHEN Yi-xing,ZHANG Yi-jun,et al.The Process Improvement in the Scale-Up Synthesis of Herbicide Metamitron[J].,2014,(01):11-13.
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中试规模生产除草剂苯嗪草酮()
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《江西师范大学学报》(自然科学版)[ISSN:1006-6977/CN:61-1281/TN]

卷:
期数:
2014年01期
页码:
11-13
栏目:
出版日期:
2014-02-28

文章信息/Info

Title:
The Process Improvement in the Scale-Up Synthesis of Herbicide Metamitron
作者:
王艳玲;陈义兴;张义军;李德江
三峡大学化学与生命科学学院,湖北宜昌,443002
Author(s):
WANG Yan-ling;CHEN Yi-xing;ZHANG Yi-jun;LI De-jiang
关键词:
除草剂苯嗪草酮合成中试合成
Keywords:
herbicidemetamitronsyntheticscale-up synthetic
分类号:
TQ251.19
文献标志码:
A
摘要:
研究了除草剂苯嗪草酮的生产工艺.以草酸二甲酯为原料,甲醇为溶剂,与碳酸钾反应得到中间体1,产率为97;.再以苯为溶剂,将中间体1与三光气加热回流反应5h得混合液,然后以三氯化铝作为催化剂,混合液与苯发生Friedel-Crafts酰基化得中间体2,两步总产率为71.1;.再以乙醇为溶剂,将中间体2与乙酰肼发生缩合反应,制得中间体3,产率为90;.然后,以冰醋酸为催化剂,将中间体3与水合肼反应得中间体4,产率为93;.最后以正丁醇为溶剂,将中间体4与乙酸钠脱水环化得苯嗪草酮,收率为83.4;.苯嗪草酮的总收率为48.1;,液相纯度为99.30;.其结构经1H NMR确证.
Abstract:
The synthetic process of Herbicide Metamitron was studied.Intermediate 1 was synthesized in 97% by the reaction of dimethyl oxalate with potassium carbonate in the presence of concentrate methanol as solvent.1 reacted with the three phosgene at dehydration condition for 5 h in the presence of beneze to prepare mixture.Then mixture reacted with benze for Friedel-Crafts acetoxylation to give intermediate 2 in the presence of Aluminum trichloride as catalyst.The two steps yield was 71.1%.2 reacted with acetyl hydrazine for condensation in the ethanol to give 3 in 90% yield.Intermediate 4 in 93% yield was prepared by 3 and hydrazine in the presence of acetic acid as catalyst.Finally,in the presence of butylalcohol,the reaction of 4 with sodium acetate for dehydration cyclization to obtain metamitron.Yield:83.4%,HPLC purity:99.30%.The total yield of the title product was 48.1%.The structures of metamitron was confirmed by H NMR.

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备注/Memo

备注/Memo:
湖北省自然科学基金(2011CDB186);湖北省2010年高校产学研合作(C2010027)
更新日期/Last Update: 1900-01-01