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

HRID 1974536Notes

Reaction equation

HRID 1974536 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-a2c91016f383442b9e7cb6eca37c6b7b
Source dataset
uspto-grants-1994_02
Patent number
US05283240

Reaction notes

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