3-Chloro-2-(2,4-dichlorophenylthio)-nitrobenzene → 3-Chloro-2-(2,4-dichlorophenylthio)-aniline

HRID 379083Notes

Reaction equation

HRID 379083 reaction equation
[Cl:1][C:2]1[C:3]([S:11][C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=2[Cl:19])=[C:4]([N+:8]([O-])=O)[CH:5]=[CH:6][CH:7]=1.[H][H]>O1CCOCC1.[Ni]>[Cl:1][C:2]1[C:3]([S:11][C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=2[Cl:19])=[C:4]([CH:5]=[CH:6][CH:7]=1)[NH2:8]

Participants

5

Reactant 2

HCID 216978683-Chloro-2-(2,4-dichlorophenylthio)-nitrobenzeneHCID 178418361HCID 178418361, compound

Product 1

HCID 216978693-Chloro-2-(2,4-dichlorophenylthio)-aniline

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 312751,4-DioxaneSolvent

Procedure

A solution of 3-chloro-2-(2,4-dichlorophenylthio)-nitrobenzene (10.04 g) in dioxan (100 ml) is mixed with Raney-nickel (5 g). Following this, the mixture is shaken for 3 hours at room temperature and 3 bar hydrogen pressure in a Parr apparatus. The catalyst is removed by filtration. The filtrate is concentrated in a vacuum and the resulting residue is brought to constant weight in a vacuum. Yield 9.01 g (98.6%) of colourless oil.

Workup

  1. customThe catalyst is removed by filtration
  2. concentrationThe filtrate is concentrated in a vacuum

Sources & evidence

ORD record
ord-3bd32bbdc1c54920a4c490ac8343aa7e
Source dataset
uspto-grants-2001_10
Patent number
US06297282B1

Reaction notes

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