Thionyl Chloride → 2-Methyl-6-(trifluoromethyl)nicotinoyl chloride

HRID 352453

Reaktionsgleichung

Reaktionsgleichung von HRID 352453
S(Cl)([Cl:3])=O.[CH3:5][C:6]1[N:14]=[C:13]([C:15]([F:18])([F:17])[F:16])[CH:12]=[CH:11][C:7]=1[C:8](O)=[O:9]>C1(C)C=CC=CC=1>[CH3:5][C:6]1[C:7]([C:8]([Cl:3])=[O:9])=[CH:11][CH:12]=[C:13]([C:15]([F:18])([F:17])[F:16])[N:14]=1

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 27756832-Methyl-6-(trifluoromethyl)nicotinic acid

Produkt 1

HCID 27756752-Methyl-6-(trifluoromethyl)nicotinoyl chloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

Thionyl chloride (4.35 g, 36.5 mmol) was added to a mixture of 2-methyl-6-trifluoromethyl nicotinic acid (5.00 g, 24.4 mmol) in 75 mL of toluene and the mixture was heated at reflux for 3 hours. The reaction was cooled to room temperature and the solvent was removed under reduced pressure. Excess thionyl chloride was removed by azeotrope with toluene. The resultant acid chloride was used as is in Example 4, Step B.

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 3 hours
  3. customthe solvent was removed under reduced pressure
  4. customExcess thionyl chloride was removed by azeotrope with toluene

Quellen und Nachweise

ORD-Eintrag
ord-fcc309457f5246fa9eb719115ae465d7
Quelldatensatz
uspto-grants-2004_06
Patentnummer
US06747047B2

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