반응 #701447

반응 방정식

chlorine

chlorine

sodium hydroxide

methyl mercaptan

Acetaldoxime

chloride

→

sodium methyl mercaptide

methylhydroxythioacetimidate

용매

ethylene glycol

water

water

반응 조건

후처리

1. 1
   workup.ADDITIONof a solvent mixture containing 175 g
2. 2
   온도During chlorination, the reaction temperature was maintained at -5° to -10° C
3. 3
   workup.ADDITIONcontaining 40 g
4. 4
   workup.STIRRINGThe reaction mixture was stirred for an additional 15 minutes
5. 5
   여과The crystalline methyl hydroxythioacetimidate was recovered at -10° C. by filtration
6. 6
   여과filtered
7. 7
   기타dried

실험 절차

Acetaldoxime (30 g., 0.5 mole) was dissolved in 200 g. of a solvent mixture containing 175 g. of water and 25 g. of ethylene glycol, and the solution was cooled to -5° to -10° C. Over a period of 20-30 minutes, 30 g. of chlorine was introduced to to the solution with good agitation. During chlorination, the reaction temperature was maintained at -5° to -10° C. An additional 6 g. of chlorine was added in 10 minutes. The mixture was stirred for 10-15 minutes at -10° C. A sodium methyl mercaptide solution was prepared by dissolving methyl mercaptan (25 g., 0.52 mole) in a caustic solution containing 40 g. of sodium hydroxide in 100 g. of water. The mercaptide solution was fed directly into the acethydroxamoyl chloride solution at -10° C. over a 15-20 minute period. The reaction mixture was stirred for an additional 15 minutes and then neutralized to pH 7.5 with a 50-percent caustic solution. The crystalline methyl hydroxythioacetimidate was recovered at -10° C. by filtration. The methyl hydroxythioacetimidate was reslurred in hexane, filtered and dried to obtain 47 gram of methylhydroxythioacetimidate mp 87°-89° C. This represented a 90% yield.

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