Oxalyl chloride → Methyl 2-Chloro-6-methylisonicotinate

HRID 279610

Reaktionsgleichung

Reaktionsgleichung von HRID 279610
[C:1](Cl)(=O)C(Cl)=O.[Cl:7][C:8]1[CH:13]=[C:12]([C:14]([OH:16])=[O:15])[CH:11]=[C:10]([CH3:17])[N:9]=1>C(Cl)Cl>[Cl:7][C:8]1[CH:13]=[C:12]([C:14]([O:16][CH3:1])=[O:15])[CH:11]=[C:10]([CH3:17])[N:9]=1

Komponenten

4

Edukt 2

HCID 65578Oxalyl chlorideHCID 1412092-Chloro-6-methylpyridine-4-carboxylic acid

Produkt 1

HCID 2759833Methyl 2-Chloro-6-methylisonicotinateAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Oxalyl chloride (1.9 g, 15 mmol) was added to 2-chloro-6-methyl-pyridine-4-carboxylic acid (1.7 g, 10 mmol) in methylene chloride (30 ml) and the mixture stirred for 2 hours. The volatiles were removed by evaporation and methanol (20 ml) added to the residue. The mixture was stirred for 1 hour and the volatiles removed by evaporation to give methyl 2-chloro-6-methyl-pyridine-4-carboxylate (1.85 g, 100%) as an off-white solid.

Aufarbeitung

  1. customThe volatiles were removed by evaporation and methanol (20 ml)
  2. additionadded to the residue
  3. stirringThe mixture was stirred for 1 hour
  4. customthe volatiles removed by evaporation

Quellen und Nachweise

ORD-Eintrag
ord-2c26454951b34c56a5e94adc0feca9dc
Quelldatensatz
uspto-grants-2002_03
Patentnummer
US06362336B1

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