Ammonia → 4-Bromobenzamide

HRID 1589744Notes

Reaction equation

HRID 1589744 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][CH:3]=1.[NH3:11]>>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH2:11])=[O:7])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 685154-Bromobenzoyl chloride

Product 1

HCID 696834-BromobenzamideYield 89.8%

Procedure

On an ice water bath, 108 g (0.49 mol) of 4-bromobenzoic acid chloride was added drop-wise over 30 minutes to 330 cm3 (4.9 mol) of concentrated aqueous ammonia while vigorously stirring. The resultant crystals were filtered out, washed with water and recrystallized from acetone to yield 88 g (0.44 mol) of 4-bromobenzoic acid amide.

Workup

  1. filtrationThe resultant crystals were filtered out
  2. washwashed with water
  3. customrecrystallized from acetone

Sources & evidence

ORD record
ord-ed8fdf0a42dc4ec49a2e2456ccb47005
Source dataset
uspto-grants-1993_04
Patent number
US05200110

Reaction notes

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