反应详情

温度

-78 °C

Liquid ammonia was added dropwise via a CO2/acetone condenser to a solution of 1H-1,2,4-triazole-3-sulfonyl chloride (500 mg, 2.98 mmol) in THF (5 mL) at −78° C. until the volume had approximately doubled (˜15 min). The reaction was stirred at −78° C. for 1 h and then allowed to slowly warm to rt. The reaction was concentrated to dryness and the residue was diluted with DCM. The slurry was filtered to remove the solids and the solution was concentrated to yield 1H-1,2,4-triazole-3-sulfonamide (240 mg, 1.620 mmol, 54.3% yield) as an off white solid. 1H NMR (300 MHz, CD3OD) δ ppm 8.60 (br s, 1H). LC-MS retention time 0.19 min; m/z 147 (MH−). LC data was recorded on a Shimadzu LC-10AS liquid chromatograph equipped with a Phenomenex-Luna 10 u C18 3.0×50 mm column using a SPD-10AV UV-Vis detector at a detector wave length of 220 nM. The elution conditions employed a flow rate of 5 ml/min, a gradient of 100% solvent A/0% solvent B to 0% solvent A/100% solvent B, a gradient time of 3 min, a hold time of 1 min, and an analysis time of 4 min where solvent A was 5% acetonitrile/95% H2O/10 mM ammonium acetate and solvent B was 5% H2O/95% acetonitrile/10 mM ammonium acetate. MS data was determined using a Micromass Platform for LC in electrospray mode.

1. custom(˜15 min)
2. temperatureto slowly warm to rt
3. concentrationThe reaction was concentrated to dryness
4. additionthe residue was diluted with DCM
5. filtrationThe slurry was filtered
6. customto remove the solids
7. concentrationthe solution was concentrated