Ammonium Chloride → HCID 178439612, compound

Participants

Reaction Steps

251 mg (4.69 mmol) of ammonium chloride and 305 mg (4.69 mmol) of sodium azide are added to a solution of 200 mg (0.469 mmol) of nitrile derivative from Example VIII in 8 ml of dimethylformamide and the solution is boiled under reflux for 4 hours. The solution is then highly concentrated, treated with 6N hydrochloric acid and extracted three times with ethyl acetate. The combined organic phases are dried, filtered and concentrated to an oil in vacuo. The crude product is dissolved in dichloromethane and chromatographed on silica gel 60 using dichloromethane with addition of methanol in the gradient mode (90:5 to 90:40).

Provenance & Evidence