Sodium Chloride → Methyl 2-chloroquinoline-4-carboxylate

HRID 1259860

Reaktionsgleichung

Reaktionsgleichung von HRID 1259860
[C:1](=O)([O-])[O-].[K+].[K+].CI.[Cl:9][C:10]1[CH:19]=[C:18]([C:20]([OH:22])=[O:21])[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]=1.[Cl-].[Na+]>CN(C=O)C>[CH3:1][O:21][C:20]([C:18]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]=[C:10]([Cl:9])[CH:19]=1)=[O:22]

Komponenten

6

Edukt 4

HCID 5234Sodium ChlorideHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 2305822-Chloroquinoline-4-carboxylic acid

Produkt 1

HCID 5202936Methyl 2-chloroquinoline-4-carboxylateAusbeute 79,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Potassium carbonate (5.55 g, 40.2 mmol) and methyl iodide (1.88 mL, 30.2 mmol) were added to a DMF (25 mL) solution of commercially available 2-chloro-4-quinolinecarboxylic acid (4.17 g, 20.1 mmol), and the mixture was stirred overnight at room temperature in an argon atmosphere. The reaction solution was added to a saturated aqueous solution of sodium chloride, and the deposited crystal was collected by filtration, washed with water, and dried to obtain the title compound (3.53 g, 15.9 mmol) as a pale yellow solid.

Aufarbeitung

  1. filtrationthe deposited crystal was collected by filtration
  2. washwashed with water
  3. customdried

Quellen und Nachweise

ORD-Eintrag
ord-33dcea28e3894a998cf0c95e830d8cfa
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08466290B2

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