Acetic Anhydride → Acetamide, N-(4-fluoro-3-nitrophenyl)-

HRID 1987200Notes

Reaction equation

HRID 1987200 reaction equation
[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[C:12](OC(=O)C)(=[O:14])[CH3:13]>>[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][C:12](=[O:14])[CH3:13])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 677684-Fluoro-3-nitroaniline

Product 1

HCID 67694Acetamide, N-(4-fluoro-3-nitrophenyl)-Yield 70%

Procedure

4-Fluoro-3-nitro-aniline (45.0 g, 0.288 mol) was added in portions to acetic anhydride (150 mL) at room temperature. The reaction mixture was stirred at room temperature for 2 h. The white solid was collected and dried in vacuo to give the title compound (42.0 g, 70%). 1H NMR (400 MHz, CHLOROFORM-D): δ 2.23 (s, 3 H), 7.26 (m, 1 H), 7.50 (s broad, 1 H), 7.87 (m, 1 H), 8.23 (dd, J=6.44, 2.73 Hz, 1 H).

Workup

  1. customThe white solid was collected
  2. customdried in vacuo

Sources & evidence

ORD record
ord-1a740b76b7824c20b4ba9f3b14d74f2c
Source dataset
uspto-grants-2009_06
Patent number
US07550495B2

Reaction notes

Loading…