4-Aminobenzonitrile → HCID 21938015, compound

HRID 2054622Notes

Reaction equation

HRID 2054622 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:21]=[CH:20][C:17]([C:18]#[N:19])=[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]([NH:13][C:14]2[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[CH:16][CH:15]=2)[CH:3]=1

Participants

4

Reactant 2

HCID 133964-AminobenzonitrileHCID 5656543-Fluoro-4-nitroanisole

Product 1

HCID 21938015HCID 21938015, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

2 g of 3-fluoro-4-nitroanisole and 15 ml of 4-aminobenzonitrile were stirred for 22 hours at 140° C. The batch was then diluted with ethyl acetate, washed three times with 2N aqueous hydrochloric acid, three times with water and once with saturated sodium chloride solution, dried on sodium sulfate, concentrated by evaporation in a vacuum, and the residue was chromatographed on silica gel.

Workup

  1. washwashed three times with 2N aqueous hydrochloric acid, three times with water
  2. dry with materialonce with saturated sodium chloride solution, dried on sodium sulfate
  3. concentrationconcentrated by evaporation in a vacuum
  4. customthe residue was chromatographed on silica gel

Sources & evidence

ORD record
ord-317cb206b4a645c5a5b6768017ba7471
Source dataset
uspto-grants-2008_02
Patent number
US07329679B2

Reaction notes

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