N-(2-Chloroethyl)-N-ethylaniline → 2-(N-ethylanilino)ethyl-(3-formamidopropyl)-dimethylazanium chloride
Reaction equation
[CH3:1][N:2]([CH3:9])[CH2:3][CH2:4][CH2:5][NH:6][CH:7]=[O:8].[CH2:10]([N:12]([CH2:19][CH2:20][Cl:21])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH3:11]>O>[Cl-:21].[CH3:1][N+:2]([CH3:9])([CH2:20][CH2:19][N:12]([CH2:10][CH3:11])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH2:3][CH2:4][CH2:5][NH:6][CH:7]=[O:8]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
A stirred mixture of 157 parts of N-(3-dimethylaminopropyl)formamide in 20.0 parts of water was heated to 80° C. and over a period of one and one half hours there was added 171 parts of N-ethyl-N-(2-chloroethyl)aniline. The reaction mixture was heated at 95°-100° C. until a small sample when diluted with water gave a clear solution. After about seven hours of heating at 95°-100° C. there was obtained N,N-dimethyl-N-2-(N'-ethylanilino)ethyl-N-3-formamidopropylammonium chloride in the form of an aqueous solution.
Workup
- temperatureThe reaction mixture was heated at 95°-100° C. until a small sample when
- customgave a clear solution
- temperatureAfter about seven hours of heating at 95°-100° C.
Sources & evidence
- ORD record
- ord-3cc75f8b763c41efba3323e3eeba61bd
- Source dataset
- uspto-grants-1978_07
- Patent number
- US04103092
Reaction notes
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