ChemicalBook CAS DataBase List 2-CHLOROETHYL ISOTHIOCYANATE

2-CHLOROETHYL ISOTHIOCYANATE synthesis

5synthesis methods

Product Name:2-CHLOROETHYL ISOTHIOCYANATE
CAS Number:6099-88-3
Molecular formula:C3H4ClNS
Molecular Weight:121.59

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Yield: 94%

Reaction Conditions:

Stage #1:carbon disulfide;chloroethylamine in dimethyl sulfoxide for 0.25 h;Inert atmosphere;
Stage #2: with N-benzyl-trimethylammonium hydroxide in dimethyl sulfoxide for 2 h;Inert atmosphere;

Steps:

General procedure
General procedure: To a solution of amines (1 mmol) in DMSO, added carbon disulphide under nitrogen atmosphere and stirred for 15 min to afford compound 2. Further added triton-B after reaction mixture was stirred for 2 h to afford compound 3 (Scheme-I). After completion, extracted with ethyl acetate to yield isothiocyanates up to 80-99 %. The synthesized trithiocarbonates was subjected to ¹H NMR, ¹³C NMR and mass spectroscopy for structure elucidation. The novel one pot synthesis yields good to excellent amount of isothiocyanates, both cyclic and acyclic substituent at room temperature.

References:

Singh, Neha;Khare, Richa [Asian Journal of Chemistry,2019,vol. 31,# 7,p. 1636 - 1638]

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