Sodium Iodide → HCID 22508768, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 6.34 g of ethyl 4-(acetylamino)-3-amino-benzoate, 14.0 g of 4-acetoxy-2-chlorobenzyl bromide, 5.12 g of potassium carbonate, 1.28 g of sodium iodide, 35 ml of ethyl acetate, and 13 ml of water was stirred at 70° C. for 15 hours. After the reaction was completed, the solution was separated. After washed with water, the organic layer was concentrated under reduced pressure. To the oily residue, 30 ml of ethanol and 3.2 g of 35% hydrochloric acid was added and the solution was stirred at 70° C. for 3 hours. The reaction solution was extracted with ethyl acetate and water. The organic layer was concentrated, and, for crystallization, ethanol was added to the residue obtained. The crystals obtained through filtration were dried to give 1.53 g of 1-(2-chloro-4-hydroxybenzyl)-6-(ethoxycarbonyl)-2-methylbenzimidazole. The filtrate was concentrated, and, for crystallization, ethanol was added to the residue obtained. The crystals obtained through filtration were dried to give 4.72 g of 1-(2-chloro-4-hydroxybenzyl)-6-(ethoxycarbonyl)-2-methylbenzimidazole.

Provenance & Evidence