Tetrabutylammonium Hydroxide → 2-Vinylthio-4,5-bis-(p-methoxyphenyl)-thiazole

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Reaction Steps

0.8 g of 2-(2-bromoethylthio)-4,5-bis-(p-methoxyphenyl)-thiazole are dissolved in 20 ml of toluene. 2 ml of a 30% strength solution of tetrabutylammonium hydroxide in water are added and the mixture is heated under reflux for 2 hours while stirring vigorously. The mixture is then allowed to cool, the organic phase is separated off, washed twice with 10 ml of water each time, dried over sodium sulphate and concentrated to dryness by evaporation. The crude product is purified by chromatography over a silica gel column with toluene/ethyl acetate (10:1) as eluant. The fractions that according to the thin layer chromatogram contain 2-vinylthio-4,5-bis-(p-methoxyphenyl)-thiazole are concentrated by evaporation and dried to constant weight. 2-Vinylthio-4,5-bis-(p-methoxyphenyl)-thiazole is obtained in the form of a pale yellow oil.

Provenance & Evidence