Acetonitrile → 5,6-Bis(p-anisyl)-2,3-dihydroimidazo[2,1-b]thiazole

Participants

Reaction Steps

A suspension of 145 g. (0.433 mole) of α-bromodesoxy-p-anisoin, 88.36 g. (0.865 mole) of finely powdered 2-amino-4,5-dihydrothiazole and 179.5 g. (1.3 moles) of pulverized potassium carbonate in 1.0 liter of sieve dried acetonitrile under nitrogen was stirred at 25° C. for 3 days. The solvent was evaporated in vacuo and the residue treated with methylene chloride and 5% aqueous sodium carbonate. The organic phase was removed, washed once with 10% aqueous sodium carbonate, 3 times with water, dried over potassium carbonate, filtered and evaporated in vacuo. A solution of the residue dissolved in methylene chloride was treated with charcoal, filtered and hexane added. The precipitate was filtered and recrystallized from methylene chloride to give 5,6-bis(p-anisyl)-2,3-dihydroimidazo[2,1-b]thiazole.

Provenance & Evidence