4-(Chloromethyl)-2-nitroanisole → N,N-dimethyl-N-(3-nitro-4-methoxybenzyl)-N-2-formamidoethylammonium chloride

HRID 462150Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 462150
[CH3:1][N:2]([CH3:8])[CH2:3][CH2:4][NH:5][CH:6]=[O:7].[CH3:9][O:10][C:11]1[CH:18]=[CH:17][C:14]([CH2:15][Cl:16])=[CH:13][C:12]=1[N+:19]([O-:21])=[O:20]>O>[Cl-:16].[CH3:1][N+:2]([CH3:8])([CH2:15][C:14]1[CH:17]=[CH:18][C:11]([O:10][CH3:9])=[C:12]([N+:19]([O-:21])=[O:20])[CH:13]=1)[CH2:3][CH2:4][NH:5][CH:6]=[O:7]

Komponenten

4

Edukt 2

HCID 807854-(Chloromethyl)-2-nitroanisoleHCID 245580N-(2-(Dimethylamino)ethyl)formamide

Produkt 1

HCID 86733012N,N-dimethyl-N-(3-nitro-4-methoxybenzyl)-N-2-formamidoethylammonium chloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Versuchsvorschrift

A stirred solution of 24.6 parts of N-(2-dimethylaminoethyl)formamide and 30 parts of water was heated to 60° and over a period of one hour there was added 40.3 parts of 4-methoxy-3-nitrobenzylchloride. Heating between 60° and 65° C. was continued for three and one-half hours at which time the pH of the mixture stabilized above 7.0. To the cooled mixture was added 20 l parts of water and the resulting mixture was clarified by filtration. An aqueous solution of N,N-dimethyl-N-(3-nitro-4-methoxybenzyl)-N-2-formamidoethylammonium chloride was obtained. This solution was used directly for reduction of the nitro group.

Aufarbeitung

  1. temperatureHeating between 60° and 65° C.
  2. filtrationthe resulting mixture was clarified by filtration

Quellen und Nachweise

ORD-Eintrag
ord-1fc8ab3f345b4046afd9da025e1bd691
Quelldatensatz
uspto-grants-1977_12
Patentnummer
US04065500

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