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

HRID 275309Notes

Reaction equation

HRID 275309 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-06d48501cc78407ba0aa691f89340381
Source dataset
uspto-grants-1995_02
Patent number
US05393747

Reaction notes

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