Potassium Iodide → 4-Fluoro-2-iodobenzoic acid

HRID 1836349Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1836349
N[C:2]1[CH:10]=[C:9]([F:11])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].N([O-])=O.[Na+].[I-:16].[K+].S(=O)(O)[O-].[Na+]>Cl.O.S(=O)(=O)(O)O>[F:11][C:9]1[CH:8]=[CH:7][C:3]([C:4]([OH:6])=[O:5])=[C:2]([I:16])[CH:10]=1

Komponenten

8

Edukt 4

HCID 4875Potassium IodideHCID 27249674-Fluoroanthranilic acidHCID 23665763Sodium BisulfiteHCID 23668193Sodium Nitrite

Produkt 1

HCID 125201644-Fluoro-2-iodobenzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 313Hydrochloric AcidLösungsmittelHCID 962WaterLösungsmittel3×HCID 1118Sulfuric AcidLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

To a 0° C. mixture of 2-amino-4-fluorobenzoic acid (1.18 g, 7.6 mmol) in 12N hydrochloric acid (2.3 mL) and water (13.7 mL) was added dropwise a solution of sodium nitrite (543 mg, 7.9 mmol) in water (1.2 mL). This resulting diazonium salt solution was stirred 10 min at 0° C. A solution of potassium iodide (1.9 g) in sulfuric acid (450 35 μL) and water (3.2 mL) was added dropwise to the 0° C. solution. The reaction mixture was heated to 100° C. for 2 h then cooled to room temperature. 10% sodium bisulfite solution was added and stirred. The precipitate was filtered, washed with water, air dried and recrystallized from toluene.

Aufarbeitung

  1. temperaturethen cooled to room temperature
  2. filtrationThe precipitate was filtered
  3. washwashed with water, air
  4. customdried
  5. customrecrystallized from toluene

Quellen und Nachweise

ORD-Eintrag
ord-fd963b0672144b37bbc2fd8b25535d54
Quelldatensatz
uspto-grants-2004_08
Patentnummer
US06777428B1

Notizen zur Reaktion

Wird geladen…