Chlorine → 4'-Chloro-2'-fluoroacetanilide

HRID 258492

Reaktionsgleichung

Reaktionsgleichung von HRID 258492
[Cl:1]Cl.[F:3][C:4]1[CH:13]=[CH:12][CH:11]=[CH:10][C:5]=1[NH:6][C:7](=[O:9])[CH3:8]>C(O)(=O)C>[Cl:1][C:12]1[CH:11]=[CH:10][C:5]([NH:6][C:7](=[O:9])[CH3:8])=[C:4]([F:3])[CH:13]=1

Komponenten

4

Edukt 2

HCID 24526ChlorineHCID 67860N-(2-Fluorophenyl)acetamide

Produkt 1

HCID 8531744'-Chloro-2'-fluoroacetanilide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

Seventy-one parts of liquid chlorine were added to a solution of 140 parts of 2'-fluoroacetanilide in 500 parts glacial acetic acid, during one hour, at 25°-27°, with ice-water cooling. While stirring for 4 hours at 25°-27°, 4'-chloro-2'-fluoroacetanilide precipitated. After collecting the product by filtration, the filtrate was poured over 2000 parts ice. The resulting second portion of precipitated product was collected by filtration, combined with the first portion and recrystallized from 700 parts of methanol at -45° to yield 119 parts of 4'-chloro-2'-fluoroacetanilide as white crystals melting at 152°-155°.

Aufarbeitung

  1. custom4'-chloro-2'-fluoroacetanilide precipitated
  2. customAfter collecting the product
  3. filtrationby filtration
  4. additionthe filtrate was poured over 2000 parts ice
  5. filtrationThe resulting second portion of precipitated product was collected by filtration
  6. customrecrystallized from 700 parts of methanol at -45°

Quellen und Nachweise

ORD-Eintrag
ord-1a12107e00f1415bb5f1666ad1aa55ac
Quelldatensatz
uspto-grants-1977_07
Patentnummer
US04033751

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