Formic Acid → N-(4-bromo-3-chlorophenyl)formamide

HRID 127820Notes

Reaction equation

HRID 127820 reaction equation
[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[Cl:9].[CH:10](O)=[O:11]>>[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][CH:10]=[O:11])=[CH:4][C:3]=1[Cl:9]

Participants

3

Reactant 2

HCID 284Formic AcidHCID 888884-Bromo-3-chloroaniline

Product 1

HCID 12876642N-(4-bromo-3-chlorophenyl)formamide

Procedure

A mixture of 60.7 g of 4-bromo-3-chloroaniline and 300 ml of 97% formic acid was refluxed for four hours. The resulting mixture was poured over ice and filtered. The solid was washed with water and recrystallized from 3/1 v/v ether/hexane to give N-(4-bromo-3-chlorophenyl)formamide (4A), as a tan solid, mp: 110°-113° C.

Workup

  1. temperaturewas refluxed for four hours
  2. additionThe resulting mixture was poured over ice
  3. filtrationfiltered
  4. washThe solid was washed with water
  5. customrecrystallized from 3/1 v/v ether/hexane

Sources & evidence

ORD record
ord-24bdf791f3ff45c995d594be119df269
Source dataset
uspto-grants-1981_03
Patent number
US04257805

Reaction notes

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