Benzenamine, 2-nitro-4-(trifluoromethyl)- → 4-Trifluoromethyl-1,2-phenylenediamine

HRID 986665Notes

Reaction equation

HRID 986665 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[N+:12]([O-])=O>[Pd]>[F:9][C:8]([F:10])([F:11])[C:5]1[CH:6]=[CH:7][C:2]([NH2:1])=[C:3]([NH2:12])[CH:4]=1

Participants

3

Reactant 1

HCID 67865Benzenamine, 2-nitro-4-(trifluoromethyl)-

Product 1

HCID 5208224-Trifluoromethyl-1,2-phenylenediamine

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A solution of 6.18 g (30 m mol) of 4-amino-3-nitrobenzotrifluoride in 150 ml of ehtanol was hydrogenated at atmospheric pressure over 1.5 g of 5% Pd/C with Ishii's Catalytic Hydrogenation Apparatus with Magnetic Stirrer Model CHA-M. The catalyst was filtered off. The filterate was evaporated and the residue was crystallized from petroleum ether to give 4.5 g (85.17%) as white crystals.

Workup

  1. filtrationThe catalyst was filtered off
  2. customThe filterate was evaporated
  3. customthe residue was crystallized from petroleum ether
  4. customto give 4.5 g (85.17%) as white crystals

Sources & evidence

ORD record
ord-60fb83202b5f438db81a315551c2ea06
Source dataset
uspto-grants-1987_12
Patent number
US04714764

Reaction notes

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