Methane → 1-(2-Nitro-1-imidazolyl)-3-(2-fluoroethylamino)-2-propanol hydrochloride

A mixture of 1-(2,3-epoxypropyl)-2-nitroimidazole prepared by the method described by Beaman et al. [Beaman, A. G., Tautz, W. and Duschinsky, R., 1968; Studies in the Nitroimidazole Series. III, Antimicrobial Agents and Chemotherapy, pp. 520-530] (4.00 g, 23.7 mmol), 2-fluoroethylammonium chloride (5.00 g, 50.2 mmol) and sodium hydroxide (2.00 g, 50.0 mmol) in ethanol (60 cm3) was stirred at 15° C. for 30 minutes then heated under reflux for 3 hours. The reaction mixture was then treated with decolourising charcoal (0.5 g), cooled and filtered. Concentration under reduced pressure afforded a pale yellow oil which was dissolved in ethanol (20 cm3) and treated with a small excess of anhydrous ethereal hydrogen chloride to give 1-(2-nitro-1-imidazolyl)-3-(2-fluoroethylamino)-2-propanol hydrochloride in the form of a pale yellow crystalline solid (4.38 g, 68.9%) after recrystallisation from aqueous ethanol, m.p. 178°-179° C. (dec.) after drying in vacuo.

1. customprepared by the method
2. temperaturethen heated
3. temperatureunder reflux for 3 hours
4. temperaturecooled
5. filtrationfiltered
6. concentrationConcentration under reduced pressure
7. customafforded a pale yellow oil which

ORD 기록

ord-aad602478b2e4dea9c6031becbaa3645

출처 데이터셋

uspto-grants-1996_05

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US05521203