3-(2-aminoethyl)benzoic acid → Benzoic Acid

Participants

Reaction Steps

20 ml of acetone are added to 16 ml of an about 1 molar solution of 3-(2-aminoethyl)-benzoic acid containing the corresponding amount of sodium acetate, and 3.7 g of 1-benzyl-1,2-dihydro-2-oxo-nicotinic acid chloride (prepared from 1-benzyl-1,2-dihydro-2-oxo-nicotinic acid and thionyl chloride) are added with agitation and cooling. Agitation is then continued for 1 hour at room temperature, the acetone is removed under reduced pressure, and dilute hydrochloric acid is added to the residue. The precipitated product is suction-filtered, reprecipitated from dilute ammonia, and recrystallized from dilute methanol. The 4-(2-<1-benzyl-1,2-dihydro-2-oxo-nicotinamido>-ethyl)-benzoic acid so obtained has a melting point of 150°-152° C. and of 171°-173° C.

Provenance & Evidence