3,4-Dinitrotoluene → N,5-Dimethyl-2-nitroaniline

Reaktionsgleichung

[N+:1]([C:4]1[CH:5]=[C:6]([CH3:13])[CH:7]=[CH:8][C:9]=1[N+:10]([O-:12])=[O:11])([O-])=O.[CH3:14]N.CO>>[CH3:14][NH:1][C:4]1[CH:5]=[C:6]([CH3:13])[CH:7]=[CH:8][C:9]=1[N+:10]([O-:12])=[O:11]

Komponenten

Edukt 2

HCID 118833,4-Dinitrotoluene

HCID 57454252Monomethylamine methanol

Produkt 1

HCID 10103510N,5-Dimethyl-2-nitroanilineAusbeute 96 %

Versuchsvorschrift

A solution of 9.10 g of 3,4-dinitrotoluene in 100 ml of 30% methylamine/methanol was reacted at 150° C. for 6 hours in a sealed tube. The reaction solution was concentrated under reduced pressure and the residue was subjected to silica gel column chromatography (200 g). Elution with ethyl acetate-hexane (1 : 3) gave 7.95 g (96%) of 3-(N-methylamino)-4-nitrotoluene.

Aufarbeitung

concentrationThe reaction solution was concentrated under reduced pressure
washElution with ethyl acetate-hexane (1 : 3)

Quellen und Nachweise

ORD-Eintrag: ord-33caf0308d0f4857a7d430d71fc7eee5
Quelldatensatz: uspto-grants-1990_12
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US04977175

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