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40455-37-6

Ethanol, 2,2'-dithiobis-, 1,1'-dimethanesulfonate synthesis

4synthesis methods
-

Yield:40455-37-6 81%

Reaction Conditions:

with triethylamine in acetonitrile at 0 - 20; for 3 h;

Steps:

1 disulfanediylbis(ethane-2,l-diyl) dimethanesulfonate (2’).

Commercially available 2,2'-disulfanediylbis(ethan-l-ol) V (15 g, 97.2 mmol) was dissolved in acetonitrile (143 ml) followed by the addition of NEt3 (33.3g, 328 mmol). To the reaction mixture was added MsCl (34.5 g, 300 mmol) dropwise at 0 °C. The resulting reaction mixture was stirred at r.t. for 3 h. To the reaction mixture was added EtOH (39 ml) to quench the reaction and the insoluble materials were removed through filtration. The filtrate was partitioned between dichloromethane (150 ml) and 10% sodium bicarbonate water (150 ml). The organic layer was washed with 100 ml water four times, dried over MgSCri, and evaporated to give 2’ as a brown oil (25 g, 81%), which solidified upon standing.

References:

WO2021/102411,2021,A1 Location in patent:Page/Page column 90; 99-100