Hydrochloric Acid → HCID 178420075, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of {[6-(5-phenyl-1H-pyrrol-2-yl)-2-naphthyl]oxy}acetonitrile (0.20 g, 0.62 mmol), prepared in the previous step, ammonium chloride (0.12 g, 1.85 mmol) and sodium azide (0.099 g, 1.85 mmol) in DMIF (10 mL) was heated at 100° C. under nitrogen for 5 hours. After cooling to ambient temperature, TLC analysis showed that starting material remained. An additional portion each of ammonium chloride and sodium azide was added, and the mixture was again heated at 100° C. for 4 hours, at which time no starting material remained. The mixture was cooled to ambient temperature, acidified with 1N HCl (5 mL) and diluted with water (20 mL). The precipitated solids were isolated by vacuum filtration to give the title compound as a gray solid (0.202 g, 89%), mp 237–240° C. (dec). Elemental Analysis for C22H17N5O.0.55 H2O.0.11 C3H7NO Calc'd: C, 69.60; H, 4.94; N, 18.57. Found: C, 69.71; H, 4.64; N, 18.61.

Provenance & Evidence