Potassium Carbonate → HCID 13826995, Verbindung

HRID 542794

Reaktionsgleichung

Reaktionsgleichung von HRID 542794
Cl[C:2]1[C:7]([CH3:8])=[CH:6][C:5]([C:9]#[N:10])=[CH:4][N:3]=1.C(=O)([O-])[O-].[K+].[K+].[Cl:17][C:18]1[CH:23]=[C:22]([NH2:24])[CH:21]=[C:20]([Cl:25])[C:19]=1[OH:26]>C1(C)C=CC=CC=1>[CH3:8][C:7]1[C:2]([O:26][C:19]2[C:18]([Cl:17])=[CH:23][C:22]([NH2:24])=[CH:21][C:20]=2[Cl:25])=[N:3][CH:4]=[C:5]([C:9]#[N:10])[CH:6]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 800374-Amino-2,6-dichlorophenolHCID 117080846-Chloro-5-methylnicotinonitrile

Produkt 1

HCID 13826995HCID 13826995, VerbindungAusbeute 58,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

To a 100 mL round bottom flask equipped with a water condenser, thermometer, magnetic stirrer, and under nitrogen atmosphere was added 2-chloro-3-methyl-5-cyanopyridine (7.10 g, 46.6 mmol), potassium carbonate (9.02 g, 65.2 mmol), 2,6-dichloro-4-aminophenol (10.77 g, 60.5 mmol), and dimethylformanide (70 mL). The resulting mixture was stirred at room temperature for 1 hour, 90° for 2 hours, and 110° for 3 hours. It was then cooled, filtered, and concentrated to give a brown mixture. This mixture was dissolved in 500 mL of toluene and washed with four 150 mL portions of 4% sodium hydroxide, water, and brine. It was then dried (Na2SO4) and concentrated to give the desired product as a brown solid (8.00 g, 27.2 mmol). m.p. 211.5°-212.5°.

Aufarbeitung

  1. customTo a 100 mL round bottom flask equipped with a water condenser
  2. wait110° for 3 hours
  3. temperatureIt was then cooled
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customto give a brown mixture
  7. washwashed with four 150 mL portions of 4% sodium hydroxide, water, and brine
  8. dry with materialIt was then dried (Na2SO4)
  9. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-c7d57dc03c304be48cfbf002602ad1b6
Quelldatensatz
uspto-grants-1987_04
Patentnummer
US04659724

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