HCID 19605453, compound → HCID 19605513, compound

HRID 1603608Notes

Reaction equation

HRID 1603608 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([S:8]([C:11]2[CH:16]=[CH:15][C:14]([N+:17]([O-])=O)=[CH:13][CH:12]=2)(=[O:10])=[O:9])[CH:5]=[C:4]([CH3:20])[CH:3]=1>C(O)C.[Pd]>[CH3:1][C:2]1[CH:7]=[C:6]([S:8]([C:11]2[CH:16]=[CH:15][C:14]([NH2:17])=[CH:13][CH:12]=2)(=[O:10])=[O:9])[CH:5]=[C:4]([CH3:20])[CH:3]=1

Participants

4

Reactant 1

HCID 19605453HCID 19605453, compound

Product 1

HCID 19605513HCID 19605513, compoundYield 73%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

0.27 g (0.0009 mol) of 1,3-dimethyl-5-(4-nitrobenzenesulphonyl)-benzene was suspended in 40 ml of ethanol, treated with 0.03 g of Pd/C (10%) and stirred in a H2 atmosphere at room temperature under normal pressure for 2 hrs. Then, the catalyst was filtered off, the filtrate was freed from solvent and the residue was chromatographed on silica gel with ethyl acetate/hexane 2:1. There was obtained 0.157 g (73%) of 4-(3,5-dimethylbenzenesulphonyl)-phenylamine as white crystals; m.p.: 178-179° C.

Workup

  1. filtrationThen, the catalyst was filtered off
  2. customthe residue was chromatographed on silica gel with ethyl acetate/hexane 2:1

Sources & evidence

ORD record
ord-2be4db0b2d86429292b652d66018221b
Source dataset
uspto-grants-1999_11
Patent number
US05990105

Reaction notes

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