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

HRID 1789417Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1789417
[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 115), 36.3 g (0.32 mole) of 30% hydrogen peroxide and 450 ml of glacial acetic acid was heated at 65° C. for 2 days with stirring. The solution was evaporated in vacuo, and the residue was then 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 form methanol to provide tan solid 1-(2-benzoyloxyethyl)-1H-imidazo[4,5-c]-quinolin-5-oxide.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-e947c30edcac4d5f85af4d0febdc8b90
Quelldatensatz
uspto-grants-1987_08
Patentnummer
US04689338

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