3-Methoxyaniline → HCID 21938003, compound

HRID 1393550Notes

Reaction equation

HRID 1393550 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-f829e0d45eae4b35a63838c338c3cfe6
Source dataset
uspto-grants-2008_03
Patent number
US07345075B2

Reaction notes

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