Hydrogen Peroxide → 1-Benzoyl-1,2-dihydroquinoline-2-carboxamide

HRID 1585568Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1585568
[C:1]([N:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=[CH:11][CH:10]1[C:19]#[N:20])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)(O)[O-:22].[Na+].OO>CC(C)=O>[C:1]([N:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=[CH:11][CH:10]1[C:19]([NH2:20])=[O:22])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 784Hydrogen PeroxideHCID 262192-Quinolinecarbonitrile, 1,2-dihydro-1-benzoyl-HCID 516892Sodium Bicarbonate

Produkt 1

HCID 2304901-Benzoyl-1,2-dihydroquinoline-2-carboxamideAusbeute 55 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

1-(Benzoyl)-1,2-dihydro-quinoline-2-carbonitrile (26.0 g) was dissolved in acetone (500 mL). Solid sodium bicarbonate (15 g) was added. The mixture was stirred for 30 minutes. 30% Hydrogen peroxide solution (250 mL of a 30% solution) was added drop-wise. After stirring for 4 hours, the acetone was evaporated under vacuum. The residue was acidified with 1N HCl. The precipitate was collected, washed with water and air dried. The solid was slurried in ether then filtered. The title compound (15.3 g) was obtained as an off-white solid, m.p. 169-171° C.

Aufarbeitung

  1. stirringAfter stirring for 4 hours
  2. customthe acetone was evaporated under vacuum
  3. customThe precipitate was collected
  4. washwashed with water and air
  5. customdried
  6. filtrationthen filtered

Quellen und Nachweise

ORD-Eintrag
ord-8a21f88e4da84c838575a2c8ae2a96a0
Quelldatensatz
uspto-grants-1999_08
Patentnummer
US05939435

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