Hydrochloric Acid → HCID 178418369, compound

Zinc chloride (3.3 g, 24.3 mmol, 0.5 eq) was added to 15 mL of N,N-dimethylformamide in small portions while maintaining the temperature below 60° C. The suspension of zinc chloride was cooled to room temperature and treated with 5.0 g of benzonitrile (48.5 mmol, 1.0 eq) followed by 3.2 g of sodium azide (48.5 mmol, 1.0 eq). The heterogeneous mixture was heated at 115° C. with agitation for 18 hours. The mixture was cooled to room temperature, water (30 mL) was added and the mixture acidified by the addition of 5.1 mL of concentrated hydrochloric acid. The mixture was cooled to 0° C. and aged for one hour, then filtered and the filter cake washed with 15 mL of cold 0.1N HCl then dried at 60° C. under vacuum to afford 6.38 g (43.7 mmol, 90%) of the product.

1. temperaturewhile maintaining the temperature below 60° C
2. temperatureThe heterogeneous mixture was heated at 115° C. with agitation for 18 hours
3. temperatureThe mixture was cooled to room temperature
4. temperatureThe mixture was cooled to 0° C. and aged for one hour
5. filtrationfiltered
6. washthe filter cake washed with 15 mL of cold 0.1N HCl
7. customthen dried at 60° C. under vacuum

ORD record

ord-683f6b06ba0444c18452d135760784ee

Source dataset

uspto-grants-1998_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05726319