Nitric Acid → N-(5-Fluoro-4-methoxy-2-nitrophenyl)acetamide

HRID 1983857Notes

Reaction equation

HRID 1983857 reaction equation
[C:1]([O:4]C(=O)C)(=O)[CH3:2].[F:8][C:9]1[CH:10]=[C:11]([CH:13]=[CH:14][C:15]=1[O:16][CH3:17])[NH2:12].[N+:18]([O-])([OH:20])=[O:19]>O>[F:8][C:9]1[C:15]([O:16][CH3:17])=[CH:14][C:13]([N+:18]([O-:20])=[O:19])=[C:11]([NH:12][C:1](=[O:4])[CH3:2])[CH:10]=1

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 7918Acetic AnhydrideHCID 5811103-Fluoro-4-methoxyaniline

Product 1

HCID 604094N-(5-Fluoro-4-methoxy-2-nitrophenyl)acetamideYield 71%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Acetic anhydride (5 ml) was added to 3-fluoro-4-methoxyaniline (5.0 g), and the mixture was stirred for 30 minutes. The reaction mixture was cooled to room temperature, and nitric acid (2.3 ml) was added dropwise thereto. The mixture was stirred for 30 minutes, and water was added thereto. The resulting precipitate was collected and washed with water to obtain the title compound as crystals (5.7 g, 71%).

Workup

  1. stirringThe mixture was stirred for 30 minutes
  2. customThe resulting precipitate was collected
  3. washwashed with water

Sources & evidence

ORD record
ord-85795bcd9be14a91aaea77c521555fbe
Source dataset
uspto-grants-2009_06
Patent number
US07541478B2

Reaction notes

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