反应详情

2-(4-Chlorophenylthio)acetamidoxime (21.7 g, 0.1 mol) was stirred in toluene (150 ml) whilst a solution of chloroacetyl chloride (11.3 g, 0.1 mol) in toluene (50 ml) was added dropwise over 20 minutes. The thick suspension was refluxed for 1 hour to give a black mixture which was cooled and then extracted with water and ether. The ether extracts were evaporated to give a brown oil which was chromatographed on silica gel (200 g) and eluted with ether/hexane (2:3) to give 5-chloromethyl-3-(4-chlorophenylthiomethyl)-1,2,4-oxadiazole.

1. additionwas added dropwise over 20 minutes
2. temperatureThe thick suspension was refluxed for 1 hour
3. customto give a black mixture which
4. temperaturewas cooled
5. extractionextracted with water and ether
6. customThe ether extracts were evaporated
7. customto give a brown oil which
8. customwas chromatographed on silica gel (200 g)
9. washeluted with ether/hexane (2:3)