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

HRID 1595086Notes

Reaction equation

HRID 1595086 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 stirring 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-c6511edccd3a467a9d6ea0a183d7577d
Source dataset
uspto-grants-2001_09
Patent number
US06284923B1

Reaction notes

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