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Dimethylformamide → N,N,N'-trimethyl-N'-(4-nitrophenyl)-1,2-ethanediamine

HRID 723347
Notes
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Reaction equation

HRID 723347 reaction equation
[CH3:1][N:2]([CH3:7])[CH2:3][CH2:4][NH:5][CH3:6].C(=O)([O-])[O-].[K+].[K+].[N+:14]([C:17]1[CH:22]=[CH:21][C:20](F)=[CH:19][CH:18]=1)([O-:16])=[O:15].CN(C)C=O>O>[CH3:1][N:2]([CH3:7])[CH2:3][CH2:4][N:5]([CH3:6])[C:20]1[CH:21]=[CH:22][C:17]([N+:14]([O-:16])=[O:15])=[CH:18][CH:19]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 9590p-FluoronitrobenzeneHCID 11430Potassium CarbonateHCID 673381,2-Ethanediamine, N1,N1,N2-trimethyl-

Product 1

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

Reagents, catalysts & solvents 1

HCID 962
Water
Solvent

Procedure

A mixture of N,N,N′-trimethylethane-1,2-diamine (2.17 g), potassium carbonate (3.0 g), 4-nitrofluorobenzene and dimethylformamide (30 ml) was stirred for 72 hours. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic phase was washed with water and saturated brine, dried and concentrated. The product with the molecular weight of 223.28 (C11H17N3O2); MS (ESI): 224 ([M+H]+), was obtained in this way.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic phase was washed with water and saturated brine
  3. customdried
  4. concentrationconcentrated
  5. customMS (ESI): 224 ([M+H]+), was obtained in this way

Sources & evidence

ORD record
ord-d79caca2d30e429c984791767474afae
Source dataset
uspto-grants-2006_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07141561B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes