Water → HCID 19594503, compound

HRID 612378Notes

Reaction equation

HRID 612378 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:10]=[C:11]([S:18]([NH2:21])(=[O:20])=[O:19])[CH:12]=[CH:13][C:14]=2[N+:15]([O-])=O)=[CH:4][CH:3]=1.[NH4+].[Cl-].O>CCO.[Fe]>[NH2:15][C:14]1[CH:13]=[CH:12][C:11]([S:18]([NH2:21])(=[O:19])=[O:20])=[CH:10][C:9]=1[S:8][C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=1

Participants

6

Reactant 3

HCID 962WaterHCID 25517Ammonium ChlorideHCID 19594473HCID 19594473, compound

Product 1

HCID 19594503HCID 19594503, compound

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 702EthanolSolvent

Procedure

3-(4-Chlorophenylthio)-4-nitro-benzenesulphonamide (0.50 g, 1.45 mmol), NH4Cl (0.16 g; 2.90 mmol) and Fe powder (0.40 g; 7.25 mmol) were suspended in EtOH (10 ml)/water (5 ml) and refluxed for 30 minutes. The solution was filtered, evaporated down and the residue was taken up in CH2Cl2. It was washed with water, dried over MgSO4 and evaporated down. The residue was used again in its crude form. Yield: 0.43 g=94% 13C (100 MHz, CDCl3)d 152.17, 136.12, 133.59, 132.24, 130.75, 129.86, 129.38, 128.37, 114.69, 114.09

Workup

  1. temperaturerefluxed for 30 minutes
  2. filtrationThe solution was filtered
  3. customevaporated down
  4. washIt was washed with water
  5. dry with materialdried over MgSO4
  6. customevaporated down

Sources & evidence

ORD record
ord-cbe4fdc6e40748c4b7bb9f5d865b5e86
Source dataset
uspto-grants-1999_12
Patent number
US06004948

Reaction notes

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