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

Temperature

0 °C

2-Amino-4,6-dimethyl-3-nitropyridine 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 temperatures 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 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. temperatureand a pre-cooled
5. additionwas added at such a rate as not
6. temperatureto raise
7. customthe internal reaction temperatures above -9° C
8. additionTen minutes after the addition
9. temperaturethis cooled (-10°C.) mixture
10. temperaturewhile cooling (ice bath)
11. customThe solid was isolated by filtration
12. customdried at room temperature

ORD record

ord-41c184e1f343455c82372ca1c9a3f724

Source dataset

uspto-grants-1992_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05085992