Ammonia → 3-Bromo-4-fluorobenzamide

HRID 851288Notes

Reaction equation

HRID 851288 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[F:11])[C:5](F)=[O:6].[NH3:12]>O>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[F:11])[C:5]([NH2:12])=[O:6]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 129227073-Bromo-4-fluorobenzoyl fluoride

Product 1

HCID 27733293-Bromo-4-fluorobenzamideYield 97.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

800 g (3.6 moles) of 3-bromo-4-fluoro-benzoyl fluoride were metered into 760 g of 25% strength aqueous ammonia solution (11 moles of NH3), which had been diluted with a further 760 ml of water, at a rate such that an internal temperature of 40° to 50° C. was maintained by the weakly exothermic reaction. After stirring for a further 30 minutes, the crystalline product was isolated by filtration, washed with water and dried. 765 g (97% of theory) of 3-bromo-4-fluoro-benzoic acid amide with a melting point of 131°-133° C. were obtained.

Workup

  1. temperaturewas maintained by the weakly exothermic reaction
  2. customthe crystalline product was isolated by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-527d56ffb1b642458984fd470ca31e41
Source dataset
uspto-grants-1983_05
Patent number
US04383949

Reaction notes

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