N-cyclohexyl-2-nitro-4-(trifluoromethyl)aniline → 1-N-cyclohexyl-4-(trifluoromethyl)benzene-1,2-diamine

HRID 1458796Notes

Reaction equation

HRID 1458796 reaction equation
[CH:1]1([NH:7][C:8]2[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][C:9]=2[N+:18]([O-])=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[H][H]>CO.[Pd]>[CH:1]1([NH:7][C:8]2[CH:13]=[CH:12][C:11]([C:14]([F:15])([F:16])[F:17])=[CH:10][C:9]=2[NH2:18])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

5

Reactant 2

HCID 3853727N-cyclohexyl-2-nitro-4-(trifluoromethyl)anilineHCID 178418361HCID 178418361, compound

Product 1

HCID 24165451-N-cyclohexyl-4-(trifluoromethyl)benzene-1,2-diamineYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

32 g (0.11 mol) of N-cyclohexyl-2-nitro-4-trifluoromethylaniline dissolved in 250 ml of methanol were hydrogenated under a pressure of about 1 bar of hydrogen in the presence of 1.5 g of palladium/active carbon (10% by weight Pd) at room temperature. The reaction mixture was filtered. Conventional workup of the filtrate gave a 100% yield of the abovementioned compound.

Workup

  1. filtrationThe reaction mixture was filtered

Sources & evidence

ORD record
ord-7f381552dee249ecb561eac63adc3169
Source dataset
uspto-grants-1998_12
Patent number
US05852017

Reaction notes

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