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

HRID 2122010

Reaktionsgleichung

Reaktionsgleichung von HRID 2122010
[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-92b72ee7c9184a7282a64c27b1157a3c
Quelldatensatz
uspto-grants-2004_02
Patentnummer
US06696473B2

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