4-Chloro-2-nitro-1-(phenylthio)benzene → 5-Chloro-2-phenylsulfanyl-phenylamine

HRID 1646901Notes

Reaction equation

HRID 1646901 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[C:4]([N+:15]([O-])=O)[CH:3]=1.[H][H]>[Ni].C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[C:4]([NH2:15])[CH:3]=1

Participants

5

Reactant 2

HCID 3769774-Chloro-2-nitro-1-(phenylthio)benzeneHCID 178418361HCID 178418361, compound

Product 1

HCID 20637175-Chloro-2-phenylsulfanyl-phenylamine

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

An ethanol solution of 1.0 g (4.2 mmol) of 4-chloro-2-nitro-1-(phenylthio)benzene (32), prepared in the manner described above in Example 32, is shaken in a Parr hydrogenator at 30 psi hydrogen with Raney nickel at room temperature for 3 hours. The catalyst is filtered from the reaction, and the solution is concentrated under vacuum.

Workup

  1. filtrationThe catalyst is filtered from the reaction
  2. concentrationthe solution is concentrated under vacuum

Sources & evidence

ORD record
ord-b24d7ee1519a44519476e96d15eba075
Source dataset
uspto-grants-1993_01
Patent number
US05182272

Reaction notes

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