2-Aminobenzimidazole → HCID 12429112, compound

Participants

Reaction Steps

A mixture of 1.00 g (0.00745 mol) of 2-aminobenzimidazole and 1.91 g (0.00745 mol) of 2-bromo-4-chlorophenyl chloromethyl ether in 5 ml of sulfolane is allowed to stand at room temperature for 22 hours. A solid precipitate forms within 5 minutes of mixing the two reagents. The product mixture is diluted with 10 ml of cold 2-propanol, and filtered, and the solid product is washed with two portions of cold 2-propanol. Drying in vacuo over P2O5 gives 2.28 g (100% crude yield) of the product as a white solid: mp 230° sinters, melts 233°-234° dec. The product is dissolved in 400 ml of hot 95% ethanol, and the solution is concentrated to a volume of 200 ml. The solution is allowed to cool slowly while precipitating a white floculant solid which is isolated from the chilled mixture to give 1.11 g (49% yield) of the named product: mp 235°-236°dec.

Provenance & Evidence