Uses
3-(4-phenyl-2-pyridyl)-5-phenyl-1,2,4-triazine Disulfonic Acid, Disodium Salt is used in organometallic metallurgy, mostly in laboratory research.
Synthesis
To a solution of tert-butyl [5-[(3,4-difluorophenylcarbonyl)amino]-6-{5-[1-(phenylethylaminocarbonyl)-piperidin-4-ylmethyl]-[1,2,4]oxadiazol-3-yl}-6-(tert-butyldimethylsilyloxy)-hexyl]-carbamate (150 mg, 0.29 mmol) and 3-[5-(sulfonylphenyl)-2-pyridinyl]-1,2,. 4-triazin-5-ylbenzenesulfonic acid to a solution of disodium salt (PPTS) (5 mg, mmol) in THF (10 mL), 1N TBAF in THF (0.28 mL, 0.28 mmol). The mixture was stirred at room temperature for 30 min and diluted with EtOAc (60 mL). The solution was washed with saturated NaHCO3 and brine. The organic phase was dried, filtered and concentrated under reduced pressure. To a solution of the crude product cooled in an ice bath in CH2Cl2 (8 mL) was added Dess-Martin sodium periodate (199 mg, 0.47 mmol). The mixture was stirred for 3 hours and diluted with ether (10 mL). Saturated NaHCO3 (4 mL) and 20% Na2S2O3 (4 mL) were added to the mixture. The mixture was stirred until the layers separated. The mixture was diluted with ether (30 mL) and washed with saturated NaHCO3 and brine. The organic phase was dried over MgSO4, filtered and concentrated under reduced pressure. The crude mixture was purified by column chromatography (50%-100% EtOAc/hexane) to afford sodium 3-(4-phenyl-2-pyridyl)-5-phenyl-1,2,4-thiazinedisulfonate (78 mg, 67% yield).
