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

HRID 1242040

Reaktionsgleichung

Reaktionsgleichung von HRID 1242040
[Cl: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]>C(Cl)Cl>[Cl: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

4

Edukt 2

HCID 7918Acetic AnhydrideHCID 124774-Chloro-3-nitroaniline

Produkt 1

HCID 79672N-(4-Chloro-3-nitrophenyl)acetamideAusbeute 96,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a stirred solution of 4-chloro-3-nitroaniline (17.3 g, 100 mmol) in DCM (150 mL) was added dropwise acetic anhydride (14 mL, 150 mmol) at ambient temperature. The mixture was stirred at ambient temperature for 2.5 h. The solvent was removed in vacuo, and Et2O was added to the residue. The precipitate was collected by filtration, washed with Et2O, and dried in vacuo to give N-(4-chloro-3-nitrophenyl)acetamide (20.7 g, 96%), which was used without further purification.

Aufarbeitung

  1. customThe solvent was removed in vacuo, and Et2O
  2. additionwas added to the residue
  3. filtrationThe precipitate was collected by filtration
  4. washwashed with Et2O
  5. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-3d521ee94b03429fa4532c87d2ff1686
Quelldatensatz
uspto-grants-2006_10
Patentnummer
US07115640B2

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