Dihydroxyacetone → 2-(5-Bromo-2-methoxyphenyl)-4-hydroxymethylimidazole

HRID 264745

Reaktionsgleichung

Reaktionsgleichung von HRID 264745
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:11][CH3:12])=[C:6]([CH:10]=1)[C:7]([NH2:9])=[NH:8].[OH:13][CH2:14][C:15]([CH2:17]O)=O.[Cl-].[NH4+].[OH-].[NH4+]>O1CCCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:11][CH3:12])=[C:6]([C:7]2[NH:9][C:15]([CH2:14][OH:13])=[CH:17][N:8]=2)[CH:10]=1

Komponenten

6

Edukt 4

HCID 670DihydroxyacetoneHCID 14923Ammonium HydroxideHCID 25517Ammonium ChlorideHCID 103537555-Bromo-2-methoxy-benzamidine

Produkt 1

HCID 103340042-(5-Bromo-2-methoxyphenyl)-4-hydroxymethylimidazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

A mixture of 5-Bromo-2-methoxy-benzamidine (1.5 g), 1,3-dihydroxy-acetone dimer (1.0 g), ammonium chloride (1.3 g), tetrahydrofuran (3 mL) and concentrated aqueous ammonium hydroxide (10 mL) was heated at 90° C. for 3 h. The reaction mixture was chilled on ice and the precipitated product was collected and recrystallized from methanol to afford 2-(5-Bromo-2-methoxyphenyl)-5-hydroxymethyl-imidazole as a yellow solid.

Aufarbeitung

  1. temperatureThe reaction mixture was chilled on ice
  2. customthe precipitated product was collected
  3. customrecrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-1723b098082c46e9985a8431c1d72bea
Quelldatensatz
uspto-grants-1997_07
Patentnummer
US05646279

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