2-Bromo-4-cyanophenylisothiocyanate synthesis

Yield:1000577-91-2 79%

Reaction Conditions:

with 2,6-di-tert-butyl-4-methyl-phenol;copper(ll) bromide in tetrahydrofuran at 20; for 6 h;

Steps:

3.1.2 General Procedure for 2-haloarylisothiocyanate

General procedure: To a stirred solution of THF (2 ml), respective isothiocyanate(0.5 mmol) was added in slowly and followed byCuX2(1 eq) and BHT (3 eq) were added slowly and thereaction mixture was stirred for 6 h at room temperature.The progress of the reaction was investigated by TLC (5%ethylacetate in hexane). After finish the reaction, the reactionmixture was washed with water (4 ml) and ethylacetate(6 ml) for 3 times. Both organic and aqueous layerswere separated and the organic layer was concentrated byusing rotary evaporator and the crude mixture was purifiedby silica gel (60-120 mesh) column chromatography usingEthylacetate in Hexane as eluent to obtain a 2-halophenylisothiocyanate as oily liquid

References:

Mandapati, Usharani;Pinapati, Srinivasarao;Tamminana, Ramana;Rameshraju, Rudraraju [Catalysis Letters,2018,vol. 148,# 1,p. 418 - 423]