Methylamine → N-Methyl-2,6-dinitroaniline

HRID 2235530

Reaktionsgleichung

Reaktionsgleichung von HRID 2235530
[CH3:1][NH2:2].Cl[C:4]1[C:9]([N+:10]([O-:12])=[O:11])=[CH:8][CH:7]=[CH:6][C:5]=1[N+:13]([O-:15])=[O:14]>C1COCC1>[CH3:1][NH:2][C:4]1[C:9]([N+:10]([O-:12])=[O:11])=[CH:8][CH:7]=[CH:6][C:5]=1[N+:13]([O-:15])=[O:14]

Komponenten

4

Edukt 2

HCID 6329MethylamineHCID 118141-Chloro-2,6-dinitrobenzene

Produkt 1

HCID 80010N-Methyl-2,6-dinitroanilineAusbeute 91 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Methylamine (4.5 ml of 2.0 M solution in THF) was added to a stirred solution of 2-chloro-1,3-dinitrobenzene (0.90 g, 4.4 mmol) in 40 ml of THF and the mixture was stirred for 30 min. The reaction was quenched by the addition of water and ether. The aqueous layer was separated and extracted twice with ether. The combined organic extracts were washed with saturated NaHCO3, brine and dried over magnesium sulfate. Filtration, removal of solvent and purification of residue via Biotage chromatography eluting with 20% ethyl acetate/dichloromethane to gave 0.80 g (91%) of product.

Aufarbeitung

  1. customThe reaction was quenched by the addition of water and ether
  2. customThe aqueous layer was separated
  3. extractionextracted twice with ether
  4. washThe combined organic extracts were washed with saturated NaHCO3, brine
  5. dry with materialdried over magnesium sulfate
  6. filtrationFiltration, removal of solvent and purification of residue via Biotage chromatography
  7. washeluting with 20% ethyl acetate/dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-b3575c850ed24abfb186b9218c0bcd5c
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07714009B2

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