Water → 2,2'-Dithiodiethanesulfonic acid

2,2′-Dithiobis ethane sulfonyl chloride (15.0 g, 47 mmol) was dissolved in a mixed solution of acetonitrile (100 mL) and water (30 mL). The reaction solution was stirred at room temperature for five days until no more sulfonyl chloride was detected. The reaction solution was then concentrated by rotary evaporation at elevated temperature to remove the volatile acetonitrile solvent and as much water as possible. The remaining aqueous solution was washed with dichloromethane (2×50 mL) and dried under high vacuum to give 12.7 g of disulfonic acid (96% yield). The product existed as a semi-solid form and was highly hygroscopic. It readily turned to a viscous liquid once exposed to air. No significant impurity was detected in the product by either NMR or HPLC.

1. concentrationThe reaction solution was then concentrated by rotary evaporation at elevated temperature
2. customto remove the volatile acetonitrile solvent
3. washThe remaining aqueous solution was washed with dichloromethane (2×50 mL)
4. customdried under high vacuum

ORD record

ord-13f2ea8d5f6f4b48aa0f88bffeb8dae7

Source dataset

uspto-grants-2007_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07282602B2