3-Methoxyaniline → HCID 21938003, compound

HRID 2054630Notes

Reaction equation

HRID 2054630 reaction equation
F[C:2]1[CH:3]=[C:4]([OH:11])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9].[CH3:12][O:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([NH2:20])[CH:15]=1>ClCCl>[CH3:12][O:13][C:14]1[CH:15]=[C:16]([NH:20][C:2]2[CH:3]=[C:4]([OH:11])[CH:5]=[CH:6][C:7]=2[N+:8]([O-:10])=[O:9])[CH:17]=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 108243-MethoxyanilineHCID 5209483-Fluoro-4-nitrophenol

Product 1

HCID 21938003HCID 21938003, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
150 °C

Procedure

4 g of 3-fluoro-4-nitrophenol and 9.4 g of m-anisidine were mixed and stirred for 2.5 hours at 150° C. After cooling, it was dissolved in dichloromethane and extracted three times with 1N aqueous hydrochloric acid. The organic phase was dried on sodium sulfate, concentrated by evaporation in a vacuum, and the residue was chromatographed on silica gel.

Workup

  1. temperatureAfter cooling
  2. extractionextracted three times with 1N 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-1f0ba0e463994bf5a8bd1fb326f3d037
Source dataset
uspto-grants-2008_02
Patent number
US07329679B2

Reaction notes

Loading…