反应详情

温度

0 °C

To a mixture of methyl 3-chloro-1H-pyrrole-2-carboxylate (2.50 g, 15.7 mmol) and DMF (10 mL) at 0° C. was added 60% sodium hydride (0.816 g, 20.4 mmol). After 15 min, O-(2,4-dinitrophenyl)hydroxylamine (3.74 g, 18.8 mmol) was added and the mixture was stirred at 0° C. for 1 hr before warming to RT. After 18 hrs, the mixture was diluted with 10% NaCl and extracted with EtOAc. The organic fractions were dried with sodium sulfate and purified by silica gel chromatography using 10-30% Hexanes:EtOAc to afford a crude, brown oil. The oil was taken up in Et2O and treated with 4 N HCl in dioxane. The resulting off-white precipitate was collected by filtration to afford methyl 1-amino-3-chloro-1H-pyrrole-2-carboxylate hydrochloride.

1. temperaturebefore warming to RT
2. waitAfter 18 hrs
3. extractionextracted with EtOAc
4. dry with materialThe organic fractions were dried with sodium sulfate
5. custompurified by silica gel chromatography
6. customEtOAc to afford a crude, brown oil
7. filtrationThe resulting off-white precipitate was collected by filtration