反应详情

温度

25 °C

NaOEt (21% solution in EtOH, 2.08 vol, 1.1 eq) was added to EtOH (20 vol) under nitrogen atmosphere. 4-Methyl-5-(4-methyl-1,3-oxazol-5-yl)-2,4-dihydro-3H-1,2,4-triazole-3-thione (respectively a tautomeric form thereof; 290 g, 1 wt) was added in one portion and the resulting mixture stirred at 25±2° C. until a clear solution was obtained. Then 1-bromo-3-chloropropane (0.54 vol, 1.1 eq) was added and the solution stirred at 40° C. for 24 h then cooled to 25° C. After filtration water (20 vol) was added and the ethanolic phase was removed by vacuum distillation (internal temperature ˜40° C.). The mixture was extracted with EtOAc (41 vol). The aqueous layer was removed and the organic phase was evaporated to dryness. Dichloromethane (4 vol) was added. The organic solution is purified through a short silica gel column (18 wt of silica), eluting with EtOAc (200 vol) to give the title compound as a foam (267.64 g).

1. addition290 g, 1 wt) was added in one portion
2. customwas obtained
3. stirringthe solution stirred at 40° C. for 24 h
4. temperaturethen cooled to 25° C
5. filtrationAfter filtration water (20 vol)
6. additionwas added
7. customthe ethanolic phase was removed by vacuum distillation (internal temperature ˜40° C.)
8. extractionThe mixture was extracted with EtOAc (41 vol)
9. customThe aqueous layer was removed
10. customthe organic phase was evaporated to dryness
11. additionDichloromethane (4 vol) was added
12. customThe organic solution is purified through a short silica gel column (18 wt of silica)
13. washeluting with EtOAc (200 vol)