Diethyl disulfide → HCID 12056497, compound

Participants

Reaction Steps

To a stirred solution of 10 g (0.028 mol) 3-(bromodifluoromethylsulfonyl)-1-(N,N-diethylcarbamoyl)-1,2,4-triazole (as prepared in Example 1) and 6.81 ml (0.055 mol) diethyl disulfide in a mixture of 30 ml N,N-dimethylformamide and 20 ml water at 0° C. was added 5.9 g (0.042 mol) sodium hydrogen phosphate and 7.23 g (0.042 mol) sodium dithionite. After 2 h, the reaction mixture was diluted with 100 ml water and extracted with ethyl acetate (3×100 ml). The combined resulting organic layers were washed with saturated sodium chloride solution, dried over MgSO4 and evaporated. Preparative LC purification of the residue with 40% ethyl acetate-hexane gave 5.45 g (57% yield) of the desired 1-(N,N-diethylcarbamoyl)-3-[difluoro(ethylthio)methylsulfonyl]-1,2,4-triazole as a colorless oil having n D 25 = 1.5063 .

Provenance & Evidence