Potassium Carbonate → 2-carbamoylethyl alpha,2-dimethyl-5H-[1]benzopyrano[2,3-b]pyridine7-acetate

HRID 1382758Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1382758
[CH3:1][CH:2]([C:6]1[CH:7]=[CH:8][C:9]2[O:19][C:13]3=[N:14][C:15]([CH3:18])=[CH:16][CH:17]=[C:12]3[CH2:11][C:10]=2[CH:20]=1)[C:3]([OH:5])=[O:4].C(=O)([O-])[O-].[K+].[K+].Cl[CH2:28][CH2:29][C:30]([NH2:32])=[O:31]>CN(C)C=O>[CH3:1][CH:2]([C:6]1[CH:7]=[CH:8][C:9]2[O:19][C:13]3=[N:14][C:15]([CH3:18])=[CH:16][CH:17]=[C:12]3[CH2:11][C:10]=2[CH:20]=1)[C:3]([O:5][CH2:28][CH2:29][C:30](=[O:31])[NH2:32])=[O:4]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 799823-ChloropropanamideHCID 3080818Tilnoprofenic acid

Produkt 1

HCID 143504562-carbamoylethyl alpha,2-dimethyl-5H-[1]benzopyrano[2,3-b]pyridine7-acetateAusbeute 70,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

To a solution of 2.7 g of α,2-dimethyl-5H-[1]benzopyrano [2,3-b]pyridine-7-acetic acid in 15 ml of dimethylformamide are added 0.8 g of potassium carbonate and 1.3 g of 3-chloropropionamide, and stirred at 70° C. for 7.5 hours under a nitrogen atmosphere. The reaction mixture is poured into ice water. The precipitate is extracted with ethyl acetate, washed with water and dried, and then concentrated. The residue is recrystallized from ethanol to obtain 2.4 g of 2-carbamoylethyl α,2-dimethyl-5H-[1]benzopyrano[2,3-b]pyridine7-acetate as white crystals having a melting point of 143° to 145° C.

Aufarbeitung

  1. extractionThe precipitate is extracted with ethyl acetate
  2. washwashed with water
  3. customdried
  4. concentrationconcentrated
  5. customThe residue is recrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-af576c056a4f4b5e9b8c91f5fb1e8cc3
Quelldatensatz
uspto-grants-1989_02
Patentnummer
US04808593

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