Methanol → HCID 86641317, compound

39 g (0.21 mol) 2-chloroethyl cysteine was dissolved with 500 ml anhydrous methanol, and cooled with an ice bath. 80 ml (1.1 mol) thionyl chloride was slowly added dropwise to the solution in the ice bath. Thereafter, the reaction mixture was warmed and reacted at room temperature for 24 hours. After removing the solvent under reduced pressure, the reaction product was dissolved with anhydrous methanol (200 ml×2) and then evaporated to dryness, to remove redundant thionyl chloride. The obtained solid was recrystallized with 50 ml anhydrous methanol and 160 ml anhydrous ethyl ether, resulting in 37.5 g of a white crystal, yield 76.1%.

1. temperaturecooled with an ice bath
2. temperatureThereafter, the reaction mixture was warmed
3. customreacted at room temperature for 24 hours
4. customAfter removing the solvent under reduced pressure
5. dissolutionthe reaction product was dissolved with anhydrous methanol (200 ml×2)
6. customevaporated to dryness
7. customto remove redundant thionyl chloride
8. customThe obtained solid was recrystallized with 50 ml anhydrous methanol and 160 ml anhydrous ethyl ether

ORD record

ord-0b610b4788c447d68b8ccb21b1cef355

Source dataset

uspto-grants-2012_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08173643B2