Acetic Anhydride → N-(4-Methyl-3-nitrophenyl)acetamide

HRID 265449

Reaktionsgleichung

Reaktionsgleichung von HRID 265449
[CH3:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[C:12](OC(=O)C)(=[O:14])[CH3:13]>>[CH3:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][C:12](=[O:14])[CH3:13])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10]

Komponenten

3

Edukt 2

HCID 7918Acetic AnhydrideHCID 83904-Methyl-3-nitroaniline

Produkt 1

HCID 73133N-(4-Methyl-3-nitrophenyl)acetamide

Versuchsvorschrift

A solution of 4-methyl-3-nitroaniline (3.60 g, 23.7 mmol) in acetic anhydride (28 mL) was allowed to stir at room temperature. After 16 h, the reaction mixture was concentrated in vacuo, diluted with ethyl acetate (25 mL), washed with saturated sodium bicarbonate (2×50 mL), dried over anhydrous sodium sulfate and concentrated in vacuo to give 4.20 g (Y: 99%) of the title compound; 1H-NMR (CDCl3): δ 8.10 (d, J=1.7 Hz, 1H), 7.75 (dd, J=8.5, 1.7 Hz, 1H), 7.38 (bs, 1H), 7.29 (d, J=8.5 Hz, 1H), 2.56 (s, 3H), 2.21 (s, 3H); MS (DCI) m/e: 195 (MH+).

Aufarbeitung

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. additiondiluted with ethyl acetate (25 mL)
  3. washwashed with saturated sodium bicarbonate (2×50 mL)
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-77e0db13534d402782006c6f0acf8b8a
Quelldatensatz
uspto-grants-1997_07
Patentnummer
US05648385

Verknüpfte Notizen

Wird geladen…