Nitric Acid → 2'-Chloro-4'-fluoro-5'-nitroacetanilide

HRID 380796Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 380796
[Cl:1][C:2]1[CH:11]=[C:10]([F:12])[CH:9]=[CH:8][C:3]=1[NH:4][C:5](=[O:7])[CH3:6].[N+:13]([O-])([OH:15])=[O:14].O>S(=O)(=O)(O)O>[Cl:1][C:2]1[CH:11]=[C:10]([F:12])[C:9]([N+:13]([O-:15])=[O:14])=[CH:8][C:3]=1[NH:4][C:5](=[O:7])[CH3:6]

Komponenten

5

Edukt 3

HCID 944Nitric AcidHCID 962WaterHCID 5894192'-Chloro-4'-fluoroacetanilide

Produkt 1

HCID 183659292'-Chloro-4'-fluoro-5'-nitroacetanilide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel

Reaktionsbedingungen

Temperatur
6.5 °C

Versuchsvorschrift

A solution of 2′-chloro-4′-fluoroacetanilide (85.5 g, 456 mmol) in concentrated sulfuric acid is cooled to 0° C., treated slowly with 70% nitric acid (32 mL, 502 mmol) while maintaining the temperature from 5-8° C., stirred at room temperature overnight and poured into water. The resultant aqueous mixture is filtered to obtain a solid which is recrystallized from ethanol to give the title product as pale, yellow plates (27.0 g, mp 158-160° C.).

Aufarbeitung

  1. filtrationThe resultant aqueous mixture is filtered
  2. customto obtain a solid which
  3. customis recrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-19e7e5868f08421dbb7672ea8a0625ec
Quelldatensatz
uspto-grants-2001_10
Patentnummer
US06303783B1

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