Aldoxime → HCID 86197897, compound

Participants

Reaction Steps

To a solution of 30 g (0.5 m) of acetaldoxime in 100 ml of chloroform cooled at 0° was added, with stirring over a period of 30 minutes, a solution of 35 grams (0.5 mol) of chlorine in 300 ml of chloroform. The reaction mixture was stirred at 0° C. for 30 minutes at which time about one half of the chloroform was removed by evaporation, in vacuo. This residual solution was then added with stirring to a solution consisting of 20 grams (0.5 mol) of sodium hydroxide and 60 grams (0.5 mol) of ethyl mercaptoacetate in 300 ml. of ethanol at 10° C. over a period of 10 minutes. The solvent was removed in vacuo, the residue was dissolved in chloroform and the resulting solution was washed with water. After drying, the chloroform solution was evaporated to give a solid residue which was recrystallized from hexane to provide 20 g (23 percent yield) of S-(ethoxycarbonylmethylene) acetothiohydroximate, m.p. 90°-92° C., lit. 90°-91° C.

Provenance & Evidence