反应详情

A stirred slurry of 10.4 g (0.079 mole) of 4-cyclopropyl-3-thiosemicarbazide under nitrogen atmosphere was treated with 13 g (0.079 mole) of ethyl 2-chloroacetoacetate, stirred at ambient temperature for 1 hr, treated with 30 mL of 2N ethanolic hydrogen chloride and heated to reflux. The reaction mixture was allowed to cool to ambient temperature while stirring for ~72 hr. the sulfur residue was removed by filtration and the filtrate concentrated in vacuo to an orange oil which solidified. Recrystallization twice from acetone gave 7.4 g of large blade-like crystals, after drying for 2 hr at 98° C. under reduced pressure, mp 147°-148.5° C. The filtrates gave an additional 6 g of crude product. The 2 solids were combined and recrystallized from methyl ethyl ketone to give 6.3 g of white crystalline powder, mp 151°-152° C.

1. temperatureheated to reflux
2. temperatureto cool to ambient temperature
3. stirringwhile stirring for ~72 hr
4. customthe sulfur residue was removed by filtration
5. concentrationthe filtrate concentrated in vacuo to an orange oil which
6. customRecrystallization twice from acetone
7. customgave 7.4 g of large blade-like crystals
8. customafter drying for 2 hr at 98° C. under reduced pressure, mp 147°-148.5° C
9. customThe filtrates gave an additional 6 g of crude product
10. customrecrystallized from methyl ethyl ketone