Water → N-(2-Bromo-5-nitrophenyl)acetamide

HRID 74054

Reaction equation

HRID 74054 reaction equation
C(O[C:5](=[O:7])[CH3:6])(=O)C.[Br:8][C:9]1[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][C:10]=1[NH2:11].O>C(O)(=O)C>[Br:8][C:9]1[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][C:10]=1[NH:11][C:5](=[O:7])[CH3:6]

Participants

5

Reactant 3

HCID 962WaterHCID 7918Acetic AnhydrideHCID 826072-Bromo-5-nitroaniline

Product 1

HCID 21959509N-(2-Bromo-5-nitrophenyl)acetamide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Acetic anhydride (1.4 mL, 13.8 mmol) was added dropwise to a stirring solution of 2-bromo-5-nitroaniline (3 g, 13.8 mmol) in glacial acetic acid (30 mL) at 25° C. The reaction mixture was stirred at room temperature overnight, and then poured into water. The precipitate was collected via filtration, washed with water and dried under vacuum to provide N-(2-bromo-5-nitrophenyl)acetamide as an off white solid (3.6 g, 90%).

Workup

  1. filtrationThe precipitate was collected via filtration
  2. washwashed with water
  3. customdried under vacuum

Sources & evidence

ORD record
ord-239972a973c64e848793200ed60ab21a
Source dataset
uspto-grants-2014_09
Patent number
US08829204B2

Linked notes

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