N,N,N'-trimethyl-N'-(4-nitrophenyl)-1,2-ethanediamine → N-(2-Dimethylaminoethyl)-N-methylbenzene-1,4-diamine

HRID 723346Notes

Reaction equation

HRID 723346 reaction equation
[CH3:1][N:2]([CH3:16])[CH2:3][CH2:4][N:5]([CH3:15])[C:6]1[CH:11]=[CH:10][C:9]([N+:12]([O-])=O)=[CH:8][CH:7]=1>[Zn]>[CH3:1][N:2]([CH3:16])[CH2:3][CH2:4][N:5]([CH3:15])[C:6]1[CH:11]=[CH:10][C:9]([NH2:12])=[CH:8][CH:7]=1

Participants

3

Reactant 1

HCID 21873305N,N,N'-trimethyl-N'-(4-nitrophenyl)-1,2-ethanediamine

Product 1

HCID 21873395N-(2-Dimethylaminoethyl)-N-methylbenzene-1,4-diamine

Reagents, catalysts & solvents 1

HCID 23994ZincCatalyst

Procedure

The compound was prepared by zinc dust reduction of N,N,N′-trimethyl-N′-(4-nitrophenyl)ethane-1,2-diamine in analogy to the method in example 3. The product with the molecular weight of 193.29 (C11H19N3); MS (ESI): 194 ([M+H]+), was obtained in this way.

Workup

  1. customMS (ESI): 194 ([M+H]+), was obtained in this way

Sources & evidence

ORD record
ord-31bccd887b124b24bf2f233545e19fbf
Source dataset
uspto-grants-2006_11
Patent number
US07141561B2

Reaction notes

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