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Citation: ZHANG Xiaopeng, WANG Yan, ZHAO Xiao, WANG Huan, LIU Xiaoning, ZHANG Guisheng. Selenium-catalyzed Oxidative Carbonylation of 3,4-Dichloroaniline and Methanol to Swep[J]. Chinese Journal of Applied Chemistry, ;2014, 31(8): 947-951. doi: 10.3724/SP.J.1095.2014.30521 shu

Selenium-catalyzed Oxidative Carbonylation of 3,4-Dichloroaniline and Methanol to Swep

1.
Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang 453007, China

Corresponding author: ZHANG Xiaopeng,
Received Date: 22 October 2013
Available Online: 9 January 2014
Fund Project: 河南师范大学青年骨干教师项目(2012年) (2012年)河南师范大学大学生创新性实验计划项目(201210476027,2011038)资助 (201210476027,2011038)

A green and facile approach to swep is reported in this paper. With cheap,easily available and recyclable nonmetal selenium as the catalyst and CO instead of virulent phosgene as the carbonylation reagent,swep was obtained directly for the first time by one-pot selenium-catalyzed oxidative carbonylation of 3,4-dichloroaniline with methanol. The effects of reaction pressure,molar ratio of 3,4-dichloroaniline to methanol,content of selenium,solvent,reaction time,reaction temperature and co-catalyst on the reaction were investigated. The optimal reaction conditions for preparing the target product swep with a yield of 67% are as followings when the reaction is conducted in a 100 mL autoclave:the reaction pressure is 3 MPa(n(CO):n(O₂)=9:1),contents of 3,4-dichloroaniline,methanol,selenium,ethyl acetate and triethylamine are 5 mmol,75 mmol,0.25 mmol,10 mL and 10 mmol,respectively,the reaction time is 5 h,and the reaction temperature is 130℃. This method has the merits of short synthetic route,green approach and easy operation.
- selenium-catalyzed,
- dichloroaniline,
- oxidative carbonylation,
- swep
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