HCID 66915999, compound → HCID 66915973, compound

HRID 2061444Notes

Reaction equation

HRID 2061444 reaction equation
[CH3:1][N:2]([CH3:19])[CH:3]=[N:4][S:5]([C:8]1[C:13]([O:14]C)=[CH:12][CH:11]=[CH:10][C:9]=1[N+:16]([O-:18])=[O:17])(=[O:7])=[O:6]>ClCCl>[CH3:1][N:2]([CH3:19])[CH:3]=[N:4][S:5]([C:8]1[C:13]([OH:14])=[CH:12][CH:11]=[CH:10][C:9]=1[N+:16]([O-:18])=[O:17])(=[O:6])=[O:7]

Participants

3

Reactant 1

HCID 66915999HCID 66915999, compound

Product 1

HCID 66915973HCID 66915973, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of N-[1-dimethylamino-methylidene]-2-nitro-6-methoxy-benzenesulfonamide (956 mg, 3.33 mmol) in dichloromethane (50 mL) BBr3 (0.64 mL, 6.64 mmol is added under stirring at room temperature. After stirring for 30 min the 4 mixture is diluted with CH2Cl2 and extracted twice with saturated brine. Drying of the organic phase with Na2SO4, evaporation of solvent, addition of hexanes to the residue, and filtration gives N-(1-dimethylamino-methylidene)-2-nitro-6-hydroxy-benzenesulfonamide.

Workup

  1. stirringAfter stirring for 30 min the 4 mixture
  2. extractionextracted twice with saturated brine
  3. dry with materialDrying of the organic phase with Na2SO4, evaporation of solvent, addition of hexanes to the residue, and filtration

Sources & evidence

ORD record
ord-aac4cda6d2b54b7eb3552c08d5839f5d
Source dataset
uspto-grants-2012_10
Patent number
US08283356B2

Reaction notes

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