2-Methoxy-N1,N1-dimethyl-1,4-benzenediamine → HCID 12016887, compound

HRID 1936208Notes

Reaction equation

HRID 1936208 reaction equation
[CH3:1][N:2]([CH3:12])[C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[CH:5][C:4]=1[O:10][CH3:11].[N:13]([C:16]1[C:21]([F:22])=[C:20]([F:23])[C:19]([S:24](Cl)(=[O:26])=[O:25])=[C:18]([F:28])[C:17]=1[F:29])=[N+:14]=[N-:15]>CO>[N:13]([C:16]1[C:21]([F:22])=[C:20]([F:23])[C:19]([S:24]([NH:7][C:6]2[CH:8]=[CH:9][C:3]([N:2]([CH3:12])[CH3:1])=[C:4]([O:10][CH3:11])[CH:5]=2)(=[O:26])=[O:25])=[C:18]([F:28])[C:17]=1[F:29])=[N+:14]=[N-:15]

Participants

4

Reactant 2

HCID 120168852-Methoxy-N1,N1-dimethyl-1,4-benzenediamineHCID 12016886HCID 12016886, compound

Product 1

HCID 12016887HCID 12016887, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-Dimethylamino-3-methoxyaniline (1.66 g, 10 mmol) is added to a solution of 4-azido-2,3,5,6-tetrafluorophenylsulfonyl chloride (3.47 g, 12 mmol) in MeOH (20 ml) at ambient temperature. After stirng at room temperature for 15 min, the reaction mixture is concentrated under reduced pressure and the residue is taken up in ethyl acetate and filtered through a pad of silica gel. Concentration of the filtrate, followed by chromatography, provides the title compound.

Workup

  1. concentrationthe reaction mixture is concentrated under reduced pressure
  2. filtrationfiltered through a pad of silica gel

Sources & evidence

ORD record
ord-9bd861235a464398ba2a228dedb94241
Source dataset
uspto-grants-2002_05
Patent number
US06388131B2

Reaction notes

Loading…