Dimethylformamide → N-methoxy-N-methyl-4-nitrobenzamide

HRID 456790

Reaktionsgleichung

Reaktionsgleichung von HRID 456790
C([N:3]([CH2:6]C)CC)C.[N+:8]([C:11]1[CH:19]=[CH:18][C:14]([C:15](Cl)=[O:16])=[CH:13][CH:12]=1)([O-:10])=[O:9].CN([CH:23]=[O:24])C>CN(C)C1C=CN=CC=1.C(OCC)(=O)C>[CH3:23][O:24][N:3]([CH3:6])[C:15](=[O:16])[C:14]1[CH:18]=[CH:19][C:11]([N+:8]([O-:10])=[O:9])=[CH:12][CH:13]=1

Komponenten

6

Edukt 3

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 85024-Nitrobenzoyl chloride

Produkt 1

HCID 2991007N-methoxy-N-methyl-4-nitrobenzamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 142844-(Dimethylamino)pyridineKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

N,O-(Dimethyl)hydroxylamine hydrochloride (6.45 g, 65.8 mmol), triethylamine (20 ml, 145 mmol) and 4-dimethylaminopyridine (300 mg, 2.5 mmol) were suspended in 150 ml of DMF at 0° C. 4-Nitrobenzoyl chloride (10 g, 53.8 mmol) was added. After 1.5 hours at 0° C., the mixture was diluted with ethyl acetate, washed with 1M HCl and then sat. NaCl and dried over sodium sulfate. Filtration and evaporation gave the title compound as a light yellow solid (8.51 g).

Aufarbeitung

  1. washwashed with 1M HCl
  2. dry with materialsat. NaCl and dried over sodium sulfate
  3. filtrationFiltration and evaporation

Quellen und Nachweise

ORD-Eintrag
ord-7b96452c4f8e45709bd04a0e9842b974
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07186738B2

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