Hydrochloric Acid → 5-Fluoro-4-methoxy-2-nitroaniline

HRID 1983858Notes

Reaction equation

HRID 1983858 reaction equation
[F:1][C:2]1[C:3]([O:15][CH3:16])=[CH:4][C:5]([N+:12]([O-:14])=[O:13])=[C:6]([NH:8]C(=O)C)[CH:7]=1.Cl>C(O)C>[F:1][C:2]1[C:3]([O:15][CH3:16])=[CH:4][C:5]([N+:12]([O-:14])=[O:13])=[C:6]([CH:7]=1)[NH2:8]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 604094N-(5-Fluoro-4-methoxy-2-nitrophenyl)acetamide

Product 1

HCID 2196205-Fluoro-4-methoxy-2-nitroanilineYield 88%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

N-(5-Fluoro-4-methoxy-2-nitrophenyl)acetamide obtained in Reference Example 13 (5.7 g) was suspended in ethanol (20 ml), and 6N hydrochloric acid (100 ml) was added thereto. The mixture was refluxed for 30 minutes. The reaction mixture was ice-cooled, and the resulting precipitate was collected and washed with water to obtain the title compound as crystals (4.1 g, 88%).

Workup

  1. temperatureThe mixture was refluxed for 30 minutes
  2. temperaturecooled
  3. customthe resulting precipitate was collected
  4. washwashed with water

Sources & evidence

ORD record
ord-a4c4091c9f43454e83ed68ac94228385
Source dataset
uspto-grants-2009_06
Patent number
US07541478B2

Reaction notes

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