O-Methylhydroxylamine → 3-Amino-4-nitropyridine 1-oxide

Temperatur

25 °C

4-Nitropyridine N-oxide (140 mg, 1 mmol) and O-methylhydroxylamine (71 mg, 1.5 mmol) were dissolved in DMF (2 ml), and a resulting solution was added dropwise to a DMF solution (3 ml) containing potassium tert-butoxide (336 mg, 3 mmol) and zinc (II) chloride (136 mg, 1 mmol) at 25° C. After completion of the addition, the resulting mixture was stirred at 25° C. for one hour and an aqueous saturated ammonium chloride solution (50 ml) was added, followed by extraction with ethyl acetate (80 ml). A resulting organic layer was dried over anhydrous magnesium sulfate, and then isolated and purified by subjecting to silica gel thin layer chromatography [eluent: ethyl acetate] to obtain 58 mg of 3-amino-4-nitropyridine N-oxide (yield: 38%).

1. additionAfter completion of the addition
2. extractionfollowed by extraction with ethyl acetate (80 ml)
3. dry with materialA resulting organic layer was dried over anhydrous magnesium sulfate
4. customisolated
5. custompurified

ORD-Eintrag

ord-bedc930d643041399a2abc5e63d5cc9d

Quelldatensatz

uspto-grants-1997_07

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05648496