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A New Method for the Preparation of the Derivatives of 4-amino-thiophenol in Mild Conditions
SHANG Hai 1 #,REN Zhigang 2,LANG Jianping 2 *,LI Hongxi 2
1.College of Chemistry, Chemical Engineering and Materials Science, Suzhou University, JiangSu SuZhou 215123
2.College of Chemistry, Chemical Engineering and Materials Science, Suzhou University, Suzhou 215123, China
*Correspondence author
#Submitted by
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Funding: The National Nature Science Foundation of China（No.No. 20871088, 90922108, and 20901054）
Opened online:26 February 2013
Accepted by: none
Citation: SHANG Hai,REN Zhigang,LANG Jianping.A New Method for the Preparation of the Derivatives of 4-amino-thiophenol in Mild Conditions[OL]. [26 February 2013] http://en.paper.edu.cn/en_releasepaper/content/4505882
 
 
A new route to the synthesis of the derivatives of 4-amino-benzenethiol is described. After comparing with several reaction systems, such as CuClO4/NH4SCN, I2/NH4SCN, FeCl3/NH4SCN, DDQ/NH4SCN, BDMS/NH4SCN, a series of aromatic thiocyanate compounds were prepared almost quantitatively from N-methyl-N-R-aniline(R = CH2COOEt, CH(CH3)Ph, CH2CH=CH2, CH2CN) under the system of combination of BDMS/NH4SCN. The resulting aromatic thiocyanate compounds were reduced by Zn/HOAc mild reduing system to produce the corresponding benzenethiols in good to excellent yields.
Keywords:amine alkylation; bromodimethylsulfonium bromide; aromatic thiocyanate compound reduction; 4-amino-benzenethiol
 
 
 

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