Salicylic Acid → HCID 178489624, compound

Participants

Reaction Steps

A mixture of 4-(oxiran-2-ylmethoxy)-9H-carbazole (II) (25.0 g, 104.60 mmole) and 62.5 ml-2-propanol is heated to 70° C. to 80° C. To this 2-(2-methoxyphenoxy)ethylamine (III) (20.96 g, 125.52 mmole) is added in one lot. The temperature of the reaction mass is raised to 80° C. to 85° C. and refluxed for 1.0 hour. The reaction mixture is added into the preheated (80° C. to 85° C.) solution of salicylic acid (18.77 g, 135.98 mmoles) in 187.5 ml 2-propanol. This reaction mass is further refluxed for 2.0 hours, cooled to 50° C. to 55° C. and stirred for one hour at this temperature. The solid is filtered followed by three 33 ml wash with hot (50° C. to 55° C.) 2-propanol. The wet product dried at 60° C. to 65° C. for 6 hours or till constant weight gives 32.5 g (Yield=57%) of Carvedilol salicylate, which contains about 2-2.5% of compound (IV) as an impurity.

Provenance & Evidence