Acetic Acid → HCID 12907794, compound

Participants

Reaction Steps

The solution of 13.7 g of 5-(3,4-dichlorobenzylideneamino)-pyridine-2-carboxylic acid methyl ester in 35 ml of hot dimethylformamide is added all at once to the solution of 3.25 g of sodium borohydride in 150 ml of methanol while stirring at -20°. The mixture warms to 10° and the temperature is lowered by application of a bath to 0°. After one hour the reaction mixture is warmed to 35° for 10 minutes, cooled again to 0° and 1.5 ml of acetic acid and the solution of 6 ml 12 N hydrochloric acid in 45 ml of ice water is added. A solid separates, more ice and water are added to complete crystallization. The solid is collected, washed with cold water and recrystallized from methanol, to yield the 5-(3,4-dichlorobenzylamino)-pyridine-2-carboxylic acid methyl ester melting at 158°-161°.

Provenance & Evidence