1,2-Dichloro-3-nitro-5-(trifluoromethyl)benzene → 2,3-Dichloro-5-(trifluoromethyl)aniline

HRID 27326Notes

Reaction equation

HRID 27326 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:12]([F:15])([F:14])[F:13])[CH:5]=[C:6]([N+:9]([O-])=O)[C:7]=1[Cl:8]>[Pt]=O>[NH2:9][C:6]1[C:7]([Cl:8])=[C:2]([Cl:1])[CH:3]=[C:4]([C:12]([F:13])([F:14])[F:15])[CH:5]=1

Participants

3

Reactant 1

HCID 27740301,2-Dichloro-3-nitro-5-(trifluoromethyl)benzene

Product 1

HCID 130592762,3-Dichloro-5-(trifluoromethyl)anilineYield 78.4%

Reagents, catalysts & solvents 1

HCID 82844Platinum oxide (PtO)Catalyst

Procedure

500 ml. of an ethanolic solution containing 3,4-dichloro-5-nitro-α,α,α-trifluorotoluene (188 g. 0.72 mol), and platinum oxide (Adam's catalyst) (0.2 g.) is reduced at room temperature in a low pressure hydrogenation apparatus to give 5-Amino-3,4-dichloro-α,α,α-trifluorotoluene (129.9 g. 78%) b.p. 65°-70° C./1-2 mm.

Workup

  1. customis reduced at room temperature in a low pressure hydrogenation apparatus

Sources & evidence

ORD record
ord-c0d464019a29407990741f7744d26c8b
Source dataset
uspto-grants-1980_09
Patent number
US04220468

Reaction notes

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