N,N,N'-trimethyl-N'-(4-nitro-2-trifluoromethyl-phenyl)-propane-1,3-diamine → HCID 63695501, compound

HRID 1660938Notes

Reaction equation

HRID 1660938 reaction equation
[CH3:1][N:2]([CH3:21])[CH2:3][CH2:4][CH2:5][N:6]([CH3:20])[C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-])=O)=[CH:9][C:8]=1[C:16]([F:19])([F:18])[F:17]>CO.[Ni]>[CH3:21][N:2]([CH3:1])[CH2:3][CH2:4][CH2:5][N:6]([CH3:20])[C:7]1[CH:12]=[CH:11][C:10]([NH2:13])=[CH:9][C:8]=1[C:16]([F:17])([F:19])[F:18]

Participants

4

Reactant 1

HCID 67021462N,N,N'-trimethyl-N'-(4-nitro-2-trifluoromethyl-phenyl)-propane-1,3-diamine

Product 1

HCID 63695501HCID 63695501, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A suspension of N,N,N′-trimethyl-N′-(4-nitro-2-trifluoromethyl-phenyl)-propane-1,3-diamine (1 g, 3.28 mmol) and Raney Ni (˜0.300 g) in MeOH (20 mL) is stirred for 2 h 40 min at rt, under a hydrogen atmosphere. The reaction mixture is filtered through a pad of Celite and concentrated to afford the title compound as a brown oil: ES-MS: 276.2 [M+H]+; single peak at tR=1.30 min (System 1).

Workup

  1. filtrationThe reaction mixture is filtered through a pad of Celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-e31d78255c9242d08f8be0c7fc78c3cb
Source dataset
uspto-grants-2011_10
Patent number
US08030311B2

Reaction notes

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