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 concentrated 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 13.3g of 2-nitramino-4,6-dimethylpyridine 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-a3021516aa8d42fda0ddf759bae0d438

Source dataset

uspto-grants-1994_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05332744