ChemicalBook CAS DataBase List BENZYL ISOTHIOCYANATE

BENZYL ISOTHIOCYANATE synthesis

8synthesis methods

Product Name:BENZYL ISOTHIOCYANATE
CAS Number:622-78-6
Molecular formula:C8H7NS
Molecular Weight:149.21

Benzyl isothiocyanate is synthesized by the following two methods: I) from Benzylamine via Thiuramdisulfide via Sodiumsalt with Iodine to Benzyl-isothiocyanate. 2) from Benzylamine and Thiocarbonyl chloride.

75-15-0
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$40.00/100 g

100-46-9 Synthesis

100-46-9
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$5.00/5 g

622-78-6
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$12.00/1g

Yield:622-78-6 97%

Reaction Conditions:

Stage #1:carbon disulfide;benzylamine 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]