Hydrogen Peroxide → 1-(2-benzoyloxyethyl)-1H-imidazo[4,5-c]-quinolin-5-oxide

HRID 255518Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 255518
[C:1]([O:9][CH2:10][CH2:11][N:12]1[C:24]2[C:23]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[N:17]=[CH:16][C:15]=2[N:14]=[CH:13]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH:25]O>C(O)(=O)C>[C:1]([O:9][CH2:10][CH2:11][N:12]1[C:24]2[C:23]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[N+:17]([O-:25])=[CH:16][C:15]=2[N:14]=[CH:13]1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 784Hydrogen PeroxideHCID 139584231-(2-benzoyloxyethyl)-1H-imidazo[4,5-c]quinoline

Produkt 1

HCID 139584241-(2-benzoyloxyethyl)-1H-imidazo[4,5-c]-quinolin-5-oxide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
65 °C

Versuchsvorschrift

A mixture of 67.5 g (0.213 mole) of 1-(2-benzoyloxyethyl)-1H-imidazo[4,5-c]quinoline (from Example 118), 36.3 g (0.32 mole) of 30% hydrogen peroxide and 450 ml of glacial acetic acid was heated at 65° C. for two days with stirring. The solution was then evaporated in vacuo, and the residue was added to water. The mixture was neutralized with aqueous sodium hydroxide solution and sodium bicarbonate. The solid was separated by filtration, washed with water and recrystallized from methanol to provide tan solid 1-(2-benzoyloxyethyl)-1H-imidazo[4,5-c]-quinolin-5-oxide.

Aufarbeitung

  1. customThe solution was then evaporated in vacuo
  2. additionthe residue was added to water
  3. customThe solid was separated by filtration
  4. washwashed with water
  5. customrecrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-738837c7025047c8a2beea94bdc9239d
Quelldatensatz
uspto-grants-1987_10
Patentnummer
US04698348

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