4-(Trifluoromethylthio)nitrobenzene → 4-((Trifluoromethyl)thio)aniline

HRID 648281Notes

Reaction equation

HRID 648281 reaction equation
[F:1][C:2]([S:5][C:6]1[CH:11]=[CH:10][C:9]([N+:12]([O-])=O)=[CH:8][CH:7]=1)([F:4])[F:3]>C(O)C.O=[Pt]=O>[F:1][C:2]([S:5][C:6]1[CH:11]=[CH:10][C:9]([NH2:12])=[CH:8][CH:7]=1)([F:4])[F:3]

Participants

4

Reactant 1

HCID 42100354-(Trifluoromethylthio)nitrobenzene

Product 1

HCID 1230544-((Trifluoromethyl)thio)aniline

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

To p-nitrophenyl trifluoromethyl sulfide (3.0 g) in absolute ethanol (30 ml) is added Adams catalyst (Pt2O, 0.026 g). The mixture is hydrogenated in a Parr vessel at 50 lbs/sq. in. for about 15 min. The reaction is worked up by filtering through Celite and evaporating to yield p-aminophenyl trifluoromethyl sulfide.

Workup

  1. filtrationby filtering through Celite
  2. customevaporating

Sources & evidence

ORD record
ord-1746313fa2d346c3bcf9719c18b8d492
Source dataset
uspto-grants-1983_10
Patent number
US04411912

Reaction notes

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