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

HRID 1580927Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1580927
[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 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-320ce95d3cd8458c97eb2c49c9373799
Quelldatensatz
uspto-grants-1976_01
Patentnummer
US03935182

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