N-(2-Chloroethyl)-N-ethylaniline → N,N-dimethyl-N-2-(N'-ethylanilino)ethyl-N-2-hydroxyethylammonium chloride

HRID 462160Notes

Reaction equation

HRID 462160 reaction equation
[CH3:1][N:2]([CH2:4][CH2:5][OH:6])[CH3:3].[CH2:7]([N:9]([CH2:16][CH2:17][Cl:18])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH3:8]>O>[Cl-:18].[CH3:1][N+:2]([CH3:3])([CH2:17][CH2:16][N:9]([CH2:7][CH3:8])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH2:4][CH2:5][OH:6]

Participants

4

Reactant 2

HCID 7093N-(2-Chloroethyl)-N-ethylanilineHCID 79022-(Dimethylamino)ethanol

Product 1

HCID 70588083N,N-dimethyl-N-2-(N'-ethylanilino)ethyl-N-2-hydroxyethylammonium chloride

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A stirred mixture of 35.6 parts of dimethylaminoethanol in 60 parts of water was heated to 90° and 73.6 parts of N-ethyl-N-(2-chloroethyl)aniline was gradually added. The mixture was heated at 90°-95°. After two and one-half hours there was obtained N,N-dimethyl-N-2-(N'-ethylanilino)ethyl-N-2-hydroxyethylammonium chloride in the form of an aqueous solution.

Workup

  1. temperaturewas heated to 90°
  2. temperatureThe mixture was heated at 90°-95°

Sources & evidence

ORD record
ord-4a1f97bc519841fe88c65662c73a6f18
Source dataset
uspto-grants-1977_12
Patent number
US04065500

Reaction notes

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