Citation: ZHANG Baohua, SHI Lanxiang. One-Pot Synthesis of Isothiocyanates[J]. Chinese Journal of Applied Chemistry, ;2019, 36(8): 892-896. doi: 10.11944/j.issn.1000-0518.2019.08.180418 shu

One-Pot Synthesis of Isothiocyanates

ZHANG Baohua ,
SHI Lanxiang ^,

College of Chemical Engineering, Shijiazhuang University, Shijiazhuang 050035, China

Corresponding author: SHI Lanxiang, kedashilanxiang@163.com
Received Date: 29 December 2018
Revised Date: 23 February 2019
Accepted Date: 12 March 2019

Fund Project: Supported by the Hebei Province Science and Technology Support Project(No.18271404D)the Hebei Province Science and Technology Support Project 18271404D

Alkyl, aryl and bifunctional isothiocyanates were synthesized in moderate to excellent yields(77%~96%) in a two-step and one-pot reaction. The reaction were started with parent primary amines, carbon disulfide in toluene in presence of N, N-diethyl-ethanamine(Et₃N) at room temperature, followed by reaction of the thus formed dithiocarbamates with t-butylcarbonic diethylphoric anhydride(3) from -5℃ to room temperature. The best molar ratio of substrates was n(primary amines):n(CS₂):n(Et₃N):n(3)=1:1.1:3.3:1.1. The procedure was quite simple and the substrate scope is broad. This method is compatible with a variety of protecting groups and the chiral center in investigated compounds. Compound 3 was used as an new commericial available safe and efficient desulfurization reagent.
- t-butylcarbonic diethylphoric anhydride,
- isothiocyanate,
- primary amine,
- carbon disulfide,
- desulfurizing reagent
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