Hydrogen Peroxide → 1-Nitro2-methylthio-2-methylsulphinylethylene

Participants

Reaction Steps

To a stirred solution in acetic acid (4,500 ml) of 1,1-bismethylthio-2-nitroethylene (165 g) at 60° was added over 15 minutes 30% (100 volume) hydrogen peroxide (113 ml) and the reaction mixture maintained, with stirring, at 60° for 17 hours. Evaporation of the solvent under reduced pressure gave a residue which was taken up in methylethylketone, reevaporated and finally crystallised from methylethylketone to yield the title product as a yellow solid m.p. 137°-143°. Further purification yielded the pure "Z" and "E" isomers. One of these had m.p. 145°-148° and from the mother liquors the other isomer was obtained after further working up and recrystallisation from methylal, m.p. 90°-93°.

Provenance & Evidence