Chlorine → 4'-Chloro-2'-fluoroacetanilide

HRID 437701

Reaktionsgleichung

Reaktionsgleichung von HRID 437701
[F:1][C:2]1[CH:11]=[CH:10][CH:9]=[CH:8][C:3]=1[NH:4][C:5](=[O:7])[CH3:6].[Cl:12]Cl>C(O)(=O)C>[Cl:12][C:10]1[CH:9]=[CH:8][C:3]([NH:4][C:5](=[O:7])[CH3:6])=[C:2]([F:1])[CH:11]=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

A solution of 140 parts of 2'-fluoroacetanilide in 500 parts glacial acetic acid was treated with 71 parts of chlorine during one hour at 25°-27° C. with ice-water cooling. While stirring for 4 hours at 25°- 27° C., 4'-chloro-2'-fluoroacetanilide precipitated. After collecting the product by filtration, the filtrate was poured over 2000 parts of ice. The resulting second portion of product precipitated was collected by filtration, combined with the first portion and recrystallized from 700 parts of methanol at -45° C. to yield 119 parts of 4'-chloro-2'-fluoroacetanilide as white crystals melting at 152°-155° C.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-fba8ed17b6f944e581964e4701ca8950
Quelldatensatz
uspto-grants-1977_06
Patentnummer
US04032326

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