N-[4-(2-Nitro-4-trifluoromethyl-phenylsulfanyl)-phenyl]-acetamide → N-[4-(2-Amino-4-trifluoromethyl-phenylsulfanyl)-phenyl]-acetamide

HRID 2197935Notes

Reaction equation

HRID 2197935 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:7]=[CH:6][C:5]=1[S:14][C:15]1[CH:20]=[CH:19][C:18]([NH:21][C:22](=[O:24])[CH3:23])=[CH:17][CH:16]=1)([O-])=O>CCO.C1COCC1>[NH2:1][C:4]1[CH:9]=[C:8]([C:10]([F:12])([F:13])[F:11])[CH:7]=[CH:6][C:5]=1[S:14][C:15]1[CH:20]=[CH:19][C:18]([NH:21][C:22](=[O:24])[CH3:23])=[CH:17][CH:16]=1

Participants

4

Reactant 1

HCID 9112070N-[4-(2-Nitro-4-trifluoromethyl-phenylsulfanyl)-phenyl]-acetamide

Product 1

HCID 68459602N-[4-(2-Amino-4-trifluoromethyl-phenylsulfanyl)-phenyl]-acetamideYield 80.9%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

The product from Example 183a (350 mg, 0.985 mmol), and Pt(IV)O2 (4 mg, 0.2 mmol) were placed in a 50 ml round bottom flask and dissolved in 1 ml of EtOH and 1 ml of THF. Reaction mixture placed under vacuum and backfilled with H2 using a balloon. Balloon was left on overnight and the next day the reaction mixture was purged and backfilled with N2, filtered and concentrated under vacuum giving the title compound (260 mg, 80%).

Workup

  1. customReaction mixture
  2. customthe next day the reaction mixture was purged
  3. filtrationfiltered
  4. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-b0cddfec10444b308de8d4a9349d459e
Source dataset
uspto-grants-2012_12
Patent number
US08338605B2

Reaction notes

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