Hydrochloric Acid → 4-Amino-3,5-difluorobenzonitrile

21 g of 4-bromo-2,6-difluoroaniline, 11 g of copper (I) cyanide, and 70 ml of N-methyl-2-pyrrolidone were placed in a flask for three hours to form a reaction mixture. The reaction mixture was poured into a solution of 41 g of iron (III) chloride mixed with 13 ml of concentrated hydrochloric acid and 50 ml of water. The mixture was extracted with chloroform and washed with water and 10% potassium hydroxide and the chloroform was removed by distillation. The residue was distilled under reduced pressure (bp 90° to 110° C. at 4 mmHg) and recrystallized with a mixture of hexane and chloroform to yield 8.9 g of 4-cyano-2,6-difluoroaniline.

1. customto form a reaction mixture
2. extractionThe mixture was extracted with chloroform
3. washwashed with water and 10% potassium hydroxide
4. customthe chloroform was removed by distillation
5. distillationThe residue was distilled under reduced pressure (bp 90° to 110° C. at 4 mmHg)
6. customrecrystallized with a mixture of hexane and chloroform

ORD record

ord-711508ed260d4be4807b05086a75d1f2

Source dataset

uspto-grants-1989_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04883609