Hydrochloric Acid → 2,3-Dichloro-4,5-difluoro-1-nitrobenzene

To a mixture of anhydrous cupric chloride (2.2 g) and 2-chloro-3,4-difluoro-6-nitroaniline (2.63 g) in anhydrous acetonitrile (20 ml) was added t-butylnitrite (2.0 g) dropwise at 46° to 55° C. during 9 minutes. After stirring for 13 minutes at the same temperature, the reaction mixture was poured into chilled 10% diluted hydrochloric acid (20 ml) and extracted with benzene. The organic layer was washed with diluted hydrochloric acid and with water successively, dried over anhydrous sodium sulfate and concentrated. The resulting residue was purified by silica gel chromatography eluting with dichloromethane-n-hexane (1:5) to give the title compound (2.47 g), as yellow oil.

1. additionthe reaction mixture was poured
2. extractionextracted with benzene
3. washThe organic layer was washed with diluted hydrochloric acid and with water successively
4. dry with materialdried over anhydrous sodium sulfate
5. concentrationconcentrated
6. customThe resulting residue was purified by silica gel chromatography
7. washeluting with dichloromethane-n-hexane (1:5)

ORD record

ord-014712520dbc47069ff6bc3eb8b06d87

Source dataset

uspto-grants-1988_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04791225