2-Nitroaniline → Benzenemethanamine, 4-fluoro-N-(2-nitrophenyl)-

HRID 2210829Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2210829
[N+:1]([C:4]1[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=1[NH2:6])([O-:3])=[O:2].[F:11][C:12]1[CH:19]=[CH:18][C:15]([CH2:16]Cl)=[CH:14][CH:13]=1>C(C(C)=O)C>[F:11][C:12]1[CH:19]=[CH:18][C:15]([CH2:16][NH:6][C:5]2[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=2[N+:1]([O-:3])=[O:2])=[CH:14][CH:13]=1

Komponenten

4

Edukt 2

HCID 69462-NitroanilineHCID 96024-Fluorobenzyl chloride

Produkt 1

HCID 11311160Benzenemethanamine, 4-fluoro-N-(2-nitrophenyl)-

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6569Methyl Ethyl KetoneLösungsmittel

Versuchsvorschrift

56 g N-(4-fluorobenzyl) 2-nitroaniline are reduced in the presence of 34 g of 5% palladized charcoal into methanol (560 ml) using a stream of hydrogen at room temperature and normal pression. After achievement of the reaction, the mixture is washed with nitrogen, filtered on clay (Trade Mark Celite) and concentrated to dryness. The residue is recrystallized from isopropyl ether. The desired N-substituted phenylene diamine, is thus obtained recovered weight: 38.5 g. The starting material N-(4-fluorobenzyl) 2-nitroaniline is prepared by alkylating the 2-nitroaniline by means of 4-fluorobenzyl chloride in the methyl ethyl ketone.

Aufarbeitung

  1. customrecovered weight

Quellen und Nachweise

ORD-Eintrag
ord-71b6a4a453dd4985aa36bbdea00cf675
Quelldatensatz
uspto-grants-1995_10
Patentnummer
US05461059

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