Hydrochloric Acid → 3-Chloro-4-nitroaniline

A mixture of N-(3-chloro-4-nitro-phenyl)-acetamide (18.55 g, 86.4 mmol) and an aqueous solution of hydrochloric acid (6 M, 120 mL) was heated at reflux for 2 hours. The resulting mixture was cooled and poured into water (800 mL); the yellow solid which crushed out was collected by filtration, washed with water and dried under reduced pressure to give 5 g of 3-chloro-4-nitro-phenylamine. The water layer was basified until pH 8 by addition of potassium carbonate and then was extracted with dichloromethane. The organic layer was dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure to give 7.2 g of 3-chloro-4-nitro-phenylamine.

1. temperatureat reflux for 2 hours
2. temperatureThe resulting mixture was cooled
3. customthe yellow solid which crushed
4. filtrationout was collected by filtration
5. washwashed with water
6. customdried under reduced pressure

ORD record

ord-dc5280266efd493d84e9ea2a91cd4ea0

Source dataset

uspto-grants-2016_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09255110B2