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Hydrogen Peroxide → HCID 178433625, Verbindung

HRID 892767
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 892767
[CH3:1][C:2]1[NH:3][C:4]2[CH:9]=[CH:8][N:7]=[CH:6][C:5]=2[N:10]=1.[OH:11]O>C(O)(=O)C>[CH3:1][C:2]1[NH:10][C:5]2[CH:6]=[N:7][CH:8]=[CH:9][C:4]=2[N+:3]=1[O-:11]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 784Hydrogen PeroxideHCID 178432317HCID 178432317, Verbindung

Produkt 1

HCID 178433625HCID 178433625, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

Following the method of Chem. Pharm. Bull., 12, 866 (1964), a solution of 2-methylimidazo[4,5-c]pyridine (5.65 g, 42.5 mmol) in 30% aqueous hydrogen peroxide (15 ml) and glacial acetic acid was stirred at 60° C. for 6 days. The volatiles were removed under reduced pressure and the residue was dissolved in ethanol and treated with solid anhydrous potassium carbonate. The solid was filtered off, washed with ethanol, and the filtrate was concentrated under reduced pressure. The crude product was purified by flash chromatography eluting with 10-30% water in acetone. Fractions containing the product were concentrated under reduced pressure, redissolved in isopropanol/toluene, 1:1 (200 ml) and re-evaporated to give the title compound, as a hygroscopic solid, (2.94 g, 46%).

Aufarbeitung

  1. customThe volatiles were removed under reduced pressure
  2. dissolutionthe residue was dissolved in ethanol
  3. additiontreated with solid anhydrous potassium carbonate
  4. filtrationThe solid was filtered off
  5. washwashed with ethanol
  6. concentrationthe filtrate was concentrated under reduced pressure
  7. customThe crude product was purified by flash chromatography
  8. washeluting with 10-30% water in acetone
  9. additionFractions containing the product
  10. concentrationwere concentrated under reduced pressure
  11. dissolutionredissolved in isopropanol/toluene
  12. custom1:1 (200 ml) and re-evaporated

Quellen und Nachweise

ORD-Eintrag
ord-a9474a2a5b424ed1b2527c455d4c0d61
Quelldatensatz
uspto-grants-1992_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05120747

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