Sodium Hydroxide → 5-(Aminomethyl)-2-chloropyridine

Participants

Reaction Conditions

Reaction Steps

A mixture of 14.99 g of 2-chloro-5-(chloromethyl) pyridine, 63.01 g of 25% ammonia water and 60 ml of acetonitrile in a stainless steel autoclave was stirred for 2 hours in an oil bath of 80° C. After adding 12.3 g of 30% sodium hydroxide aqueous solution, the reaction mixture was concentrated. The residue to which 200 ml of ethanol were added was dried over anhydrous magnesium sulfate and filtered to remove insoluble materials. The filtrate was concentrated and purified by a column chromatography [developing solvent: dichloromethane-methanol (4:1)] to afford 7.66 g of 5-(aminomethyl)-2- chloropyridine as a yellow solid.

Provenance & Evidence