Pyridine → 2-Ethylthio-4,5-bis-phenylthiazole

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Reaction Steps

1.106 g of pyridine and 3.68 g of 2-bromo-1,2-bis-phenylethanone are added while stirring to a solution, cooled to 5°, of 1.694 g of ethyldithiocarbamate in 25 ml of ethanol. The mixture is then stirred for 30 minutes at 5° and for 90 minutes at room temperature, concentrated to dryness by evaporation under reduced pressure, and the residue is partitioned between methylene chloride and water. The aqueous phase is acidified with N hydrochloric acid and extracted by shaking again twice with methylene chloride. The organic phases are combined, dried over magnesium sulphate and concentrated to dryness by evaporation under reduced pressure. The remaining oil is purified by chromatography over 100 g of silica gel with toluene/hexane (1:1) as eluant. Concentration by evaporation yields 2-ethylthio-4,5-bis-phenylthiazole in the form of an oil.

Provenance & Evidence