Ammonium Chloride → HCID 21279726, compound

Participants

Reaction Steps

A solution of 2-amino-6-benzylthiopyridine hydrochloride (47.2 g.) in liquid NH3 (700 ml.) was stirred while Na (17.0 g.) was added in small portions. When the addition was complete NH4Cl (21.9 g.) was added and then the mixture was evaporated to dryness. The residue was dissolved in a mixture of EtOH (100 ml.) and H2O (100 ml.) and the mixture treated with 4-bromobutyronitrile (23 ml.) and stirred at room temperature for 18 hours. The solution was evaporated to dryness and the residue was partitioned between 2N aqueous HCl and ether. The aqueous phase was basified with 10N aqueous NaOH and extracted with EtOAc. The extract was dried over Na2SO4 and evaporated to dryness to give 4-(2-aminopyrid-6-ylthio)butyronitrile (36.1 g.) which was used without further purification.

Provenance & Evidence