Molecular Formula | C6H5BrN4 |
Molar Mass | 213.03 |
Density | 2.09±0.1 g/cm3(Predicted) |
pKa | 4.30±0.30(Predicted) |
Storage Condition | 2-8℃ |
WGK Germany | 3 |
Application | 7-bromo-[1,2,4] triazolo [1,5-A] pyridin-2-amine is an organic intermediate, 1-ethoxycarbonyl-3-(4-bromo-pyridin-2-yl) can be prepared from 4-bromopyridin-2-amine and 4-bromopyridin-2-amine as starting materials.-Thiourea, then reacted with hydroxylamine hydrochloride to give 7-bromo-[ 1,2,4] triazolo [1,5-A] pyridine-2-amine. |
preparation | a) 1-ethoxycarbonyl-3-(4-bromo-pyridin-2-yl)-Thiourea to a solution of 4-bromopyridin-2-amine (10.4g,60.1mmol) in dioxane (242ml) at 25 °c was added ethoxycarbonyl isothiocyanate (7.88g,6.8ml,60.1mmol). The resulting mixture was stirred at 25 °c for 4 hours. The solvent was evaporated and the solid yellow residue was diluted with ethyl acetate and washed with water and brine. The organic layer was separated, dried over magnesium sulfate, and the solvent was removed in vacuo to give 1-ethoxycarbonyl-3-(4-bromo-pyridin-2-yl) as a yellow solid-Thiourea (17.37g,95%). B) 7-bromo-[ 1,2,4] triazolo [1,5-a] pyridine-2-amine hydroxylamine hydrochloride (20.7g,298mmol) at 25 °c A mixture of N-ethyldiisopropylamine and N-ethyldiisopropylamine (23.1g,31.2 ml,179mmol) in ethanol (380ml) was stirred for several minutes. Subsequently, this mixture was added to 1-ethoxycarbonyl-3-(4-bromo-pyridin-2-yl)-thiourea (18.13g,59.6mmol), the resulting mixture was refluxed for 1 day. The solvent was evaporated to dryness and the residue was triturated with water (100ml) for 10 min. The solid was collected by filtration, washed with water, and dried to give 7-bromo-[ 1,2,4] triazolo [1,] as a light yellow solid, 5-a] pyridine-2-amine (10g,78.8%). |