Nitric Acid → N-(4-chloro-2-fluoro-5-nitrophenyl)acetamide

HRID 52423

Reaktionsgleichung

Reaktionsgleichung von HRID 52423
[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([NH:6][C:7](=[O:9])[CH3:8])=[C:4]([F:12])[CH:3]=1.[N+:13]([O-])([OH:15])=[O:14]>S(=O)(=O)(O)O>[Cl:1][C:2]1[C:11]([N+:13]([O-:15])=[O:14])=[CH:10][C:5]([NH:6][C:7](=[O:9])[CH3:8])=[C:4]([F:12])[CH:3]=1

Komponenten

4

Edukt 2

HCID 944Nitric AcidHCID 8531744'-Chloro-2'-fluoroacetanilide

Produkt 1

HCID 13563753N-(4-chloro-2-fluoro-5-nitrophenyl)acetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A mixture of 4'-chloro-2'-fluoroacetanilide (51 g, 0.272 mol) in concentrated sulfuric acid (100 mL) is cooled to 0° C., treated with nitric acid (90% real, 14 mL, 0.300 mol) over 45 minutes, stirred for 10 minutes, and poured onto ice. The resultant aqueous mixture is filtered to obtain a tan solid which is washed with water, dried overnight, and recrystallized from a chloroform/hexanes (17:1) solution to give the title product as a yellow solid.

Aufarbeitung

  1. additionpoured onto ice
  2. filtrationThe resultant aqueous mixture is filtered
  3. customto obtain a tan solid which
  4. washis washed with water
  5. customdried overnight
  6. customrecrystallized from a chloroform/hexanes (17:1) solution

Quellen und Nachweise

ORD-Eintrag
ord-0cd1ecb239064c08a4fed2b0b4735106
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05616706

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