2-(4-Methylphenyl)thiophene → 2-Phenylthio-5-p-tolylthiophene

Participants

Reaction Steps

Into 500 ml of reagent carbon tetrachloride were added 61 g (0.35 mole) of 2-p-tolylthiophene, 41 ml (51 g, 0.35 mole) of benzenesulfenyl chloride and 0.05 g of powdered iron. The reaction mixture was allowed to stand four days at room temperature after which the carbon tetrachloride was distilled off and the 45-gram residue washed with a mixture of 80 ml of ether and 250 ml of petroleum ether. Recrystallization of the washed solid from 300 ml of ethanol gave 28 g (29%) of 2-phenylthio-5-p-tolylthiophene, m.p. 85°-86° C.

Provenance & Evidence