一种温和条件下制备4-氨基硫酚衍生物的新方法
New Method for the Preparation of the Derivatives of 4-amino-thiophenol in Mild Conditions
本文报道了一种新的合成4-氨基苯硫酚衍生物的方法。通过对高氯酸亚铜/硫氰酸铵, 碘/硫氰酸铵, 三氯化铁/硫氰酸铵, 二氯二氰基苯醌/硫氰酸铵, 溴化二甲基溴化硫/硫氰酸铵多种条件的筛选，发现在溴化二甲基溴化硫/硫氰酸铵条件下，几乎可以定量从N-甲基-N-R-苯胺(R= 乙酸乙酯基, 1-苯基-乙基, 烯丙基, 乙腈基)得到一系列的N-甲基-N-R-芳香硫氰酸酯化合物。在醋酸和锌的较温和的还原体系中，这些芳香硫氰酸酯化合物可以高产率地被还原生成相应的苯硫酚。
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.
郎建平、李红喜、尚海、任志刚
精细化学工业
氨基烷基化溴二甲硫酚芳香硫氰酸酯还原4-氨基-苯硫酚
amine alkylationbromodimethylsulfonium bromidearomatic thiocyanate compound reduction4-amino-benzenethiol
郎建平,李红喜,尚海,任志刚.一种温和条件下制备4-氨基硫酚衍生物的新方法[EB/OL].(2013-02-26)[2025-08-16].http://www.paper.edu.cn/releasepaper/content/201302-450.点此复制
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