Nitric Acid → N-(4,6-Dimethylpyridin-2-yl)nitramide

Temperature

0 °C

2-Amino-4,6-dimethylpyridine (10.0 g, 81.8 mmol) was added portion-wise to 65 mL of H2SO4 (conc. d=1.84) which was stirred (mechanical) at 0° C. After complete addition, the mixture was warmed to room temperature until the mixture became homogeneous. The solution was then cooled to -10° C. and a pre-cooled (0° C.) mixture of conc HNO3 (11.5 mL, d=1.40) and H2SO4 (8.2 mL, d=1.84) was added at such a rate as not to raise the internal reaction temperature above -9° C. Ten minutes after the addition was complete this cooled (-10° C.) mixture was poured onto 400 g of crushed ice. The resulting slurry was neutralized by the addition of conc NH4OH (to pH 5.5) while cooling (ice bath). The solid was isolated by filtration, and dried at room temperature to give 13.3 g of the title compound as a white solid.

1. additionAfter complete addition
2. temperaturethe mixture was warmed to room temperature until the mixture
3. temperatureThe solution was then cooled to -10° C.
4. temperaturea pre-cooled
5. additionwas added at such a rate as not
6. temperatureto raise the internal reaction temperature above -9° C
7. additionTen minutes after the addition
8. temperaturethis cooled (-10° C.) mixture
9. temperaturewhile cooling (ice bath)
10. customThe solid was isolated by filtration
11. customdried at room temperature

ORD record

ord-14815a159c7d4255bced622b09bfcc94

Source dataset

uspto-grants-1993_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05240938