Methyl 4-(2-bromoacetyl)benzoate → HCID 178497551, Verbindung

HRID 352730Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 352730
Br[CH2:2][C:3]([C:5]1[CH:14]=[CH:13][C:8]([C:9]([O:11][CH3:12])=[O:10])=[CH:7][CH:6]=1)=O.C([NH:18][C:19]([NH2:21])=[NH:20])(=O)C>C(#N)C>[NH2:21][C:19]1[NH:18][CH:2]=[C:3]([C:5]2[CH:14]=[CH:13][C:8]([C:9]([O:11][CH3:12])=[O:10])=[CH:7][CH:6]=2)[N:20]=1

Komponenten

4

Edukt 2

HCID 13612771Methyl 4-(2-bromoacetyl)benzoateHCID 178475102HCID 178475102, Verbindung

Produkt 1

HCID 178497551HCID 178497551, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

At room temperature, methyl 4-bromoacetylbenzoate (1.37 g) and acetylguanidine (1.62 g) were suspended in acetonitrile, followed by heating under reflux for 16 hours. The solvent was then distilled off under reduced pressure. Water was added to the residue. The insoluble matter so precipitated was collected by filtration, followed by washing with ethanol, whereby methyl 4-[2-aminoimidazol-4-yl]benzoate was obtained. The resulting product was dissolved in a mixed solvent of dioxane (10 ml) and 1N hydrochloric acid (10 ml), followed by heating under reflux for 8 hours. The residue obtained by distilling off the solvent was solidified by tetrahydrofuran and then collected by filtration, whereby the title compound (500 mg, 39%) was obtained.

Aufarbeitung

  1. customAt room temperature
  2. temperatureby heating
  3. temperatureunder reflux for 16 hours
  4. distillationThe solvent was then distilled off under reduced pressure
  5. additionWater was added to the residue
  6. customThe insoluble matter so precipitated
  7. filtrationwas collected by filtration
  8. washby washing with ethanol

Quellen und Nachweise

ORD-Eintrag
ord-e2c6363efed3498790ab769c7aeca721
Quelldatensatz
uspto-grants-2004_06
Patentnummer
US06747023B1

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