Aniline → HCID 67365433, compound

HRID 2054638Notes

Reaction equation

HRID 2054638 reaction equation
F[C:2]1[CH:3]=[C:4]([O:11][CH3:12])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9].[NH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>C(OCC)(=O)C>[CH3:12][O:11][C:4]1[CH:5]=[CH:6][C:7]([N+:8]([O-:10])=[O:9])=[C:2]([N:13]([C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:3]=1

Participants

4

Reactant 2

HCID 6115AnilineHCID 5656543-Fluoro-4-nitroanisole

Product 1

HCID 67365433HCID 67365433, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of 2 g of 3-fluoro-4-nitroanisole in 16 ml of aniline was stirred for 24 hours at 140° C. After cooling, it was taken up in ethyl acetate and extracted with 2N aqueous hydrochloric acid. The organic phase was dried on sodium sulfate and concentrated by evaporation in a vacuum. The residue was chromatographed on silica gel.

Workup

  1. temperatureAfter cooling
  2. extractionextracted with 2N aqueous hydrochloric acid
  3. customThe organic phase was dried on sodium sulfate
  4. concentrationconcentrated by evaporation in a vacuum
  5. customThe residue was chromatographed on silica gel

Sources & evidence

ORD record
ord-1eaa08b2740646b18a5c3f74504b6cbb
Source dataset
uspto-grants-2008_02
Patent number
US07329679B2

Reaction notes

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