N,N-Diethylaniline → 2-Chlorocycloheptimidazole

Participants

Reaction Conditions

Reaction Steps

In accordance with the method described in Chemical and Pharmaceutical Bulletin, Vol. 16, No. 7, pages 1300 to 1307 (1968), 10 g of 2-hydroxycycloheptimidazole, 150 g of phosphorus oxychloride and 12 g of N,N-diethylaniline were stirred under heating at an internal temperature of 70° C. for 6 hours and 30 minutes. After the reaction, the phosphorus oxychloride was evaporated off under reduced pressure, and the resulting reaction mixture was poured into 500 ml of ice-water. Sodium hydrogencarbonate was added to the resulting solution until the pH thereof became neutral, and this was extracted with chloroform (250 ml×2). The chloroform layer was dried with anhydrous sodium sulfate and the solvent was evaporated off, and then the reaction product was purified by silica gel column chromatography with a developer solvent of ethyl acetate. 2.7 g of colorless crystals were obtained.

Provenance & Evidence