[2-(2-Chloro-4-nitrophenyl)ethyl]diethylamine → 3-Chloro-4-(2-diethylaminoethyl)phenylamine

HRID 898552Notes

Reaction equation

HRID 898552 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[CH:4][C:3]=1[CH2:11][CH2:12][N:13]([CH2:16][CH3:17])[CH2:14][CH3:15].[H][H]>[Ni].C1COCC1>[Cl:1][C:2]1[CH:7]=[C:6]([NH2:8])[CH:5]=[CH:4][C:3]=1[CH2:11][CH2:12][N:13]([CH2:16][CH3:17])[CH2:14][CH3:15]

Participants

5

Reactant 2

HCID 68816908[2-(2-Chloro-4-nitrophenyl)ethyl]diethylamineHCID 178418361HCID 178418361, compound

Product 1

HCID 596916173-Chloro-4-(2-diethylaminoethyl)phenylamine

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A suspension of 2.00 g (7.790 mmol) [2-(2-chloro-4-nitro-phenyl)-ethyl]-diethyl-amine and 0.80 g Raney nickel in THF was hydrogenated for 2.5 h at RT and 25 psi hydrogen pressure. The catalyst was filtered off and the filtrate evaporated down i. vac.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate evaporated down i

Sources & evidence

ORD record
ord-53c17b045afb46c680947db18f8e2a89
Source dataset
uspto-grants-2008_04
Patent number
US07351719B2

Reaction notes

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