Sodium Chloride → S-(2-aminostyryl)-S-phenyl sulfoximine

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Reaction Steps

To a solution of 8.3 g (0.053 mole) of methyl phenyl sulfoximine in 400 ml of dry tetrahydrofuran at 0° C. was added 1.4M (0.13 mol) butyl lithium in hexane to obtain a clear yellow solution. 15 ml (0.172 mole) of benzonitrile were added and the mixture was stirred for 30 minutes. 100 ml of saturated sodium chloride solution were added and the organic layer was separated, dried over magnesium sulfate and evaporated to an oil. The crude oil was triturated with petrol-ether (40° C.-60° C.) and then was chromatographed over silica. Elution with CH2Cl2, then a 1--1 CH2Cl2 : EtOAc mixture yielded 8.8 g (64% yield) of pure S-(2-aminostyryl)-S-phenyl sulfoximine melting at 95°-96° C. after crystallization from ether.

Provenance & Evidence