Ammonium Hydroxide → HCID 178510969, compound

Participants

Reaction Steps

To a solution of compound (2) (4.6 g. 14 mmol) in EtOAc (50 mL) was added Ethoxycarbonyli-sothiocyanate (1.69 mL, 15 mmol) drop wise with stirring at ambient temperature. The reaction mixture was refluxed for 2 h, and cooled to room temperature. Ammonium hydroxide (10 mL) was added and the reaction mixture stirred at room temperature for 20 h. The reaction mixture was extracted twice with 1 M NaOH and the aqueous extractions were combined, acidified with concentrate HCl, and extracted twice with EtOAc. The combined organic extracts were dried with anhydrous Na2SO4 and concentrated to give 5-(4-hydroxy-2-mercapto-pyrazolo[1,5-a][1,3,5]triazin-8-yl)-pentanenitrile (3), as a white solid (2.5 g, 67%).

Provenance & Evidence