HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-Methyl-3-nitro-6-(1H-1,2,4-triazol-1-yl)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1H-1,2,4-Triazole | HCID 9257 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 6-Bromo-2-methyl-3-nitropyridine | HCID 24728014 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 2-Methyl-3-nitro-6-(1H-1,2,4-triazol-1-yl)pyridine | HCID 57965168 | 71% |
Reaction Steps
A mixture of 2-bromo-6-methyl-5-nitropyridine (ECA International Corporation, Palatine, Ill., USA; 2 g, 9.2 mmol), 1,2,4-triazole (Aldrich Chemical Company, Inc., Milwaukee, Wis., USA 0.64 g, 9.2 mmol) and potassium carbonate (1.27 g, 9.2 mmol) in dimethylsulfoxide (4 mL) was stirred at room temperature for 1.5 days and then poured into a mixture of ice and water (400 mL). The resulting mixture was stirred until all of the ice melted to give a dark purple slurry. The solid was filtered off to give 2-methyl-3-nitro-6-[1,2,4]triazol-1-yl-pyridine (1.34 g, 71%) as a purple solid with a purity estimated at 93% by LC-MS. This was used directly in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08188098B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-be10d49e31754e658bd23079a5bb429e |
| Source note | uspto-grants-2012_05 |