1,4-Dioxane → HCID 178441737, compound

10 g of 2-butyl-1H-imidazole-4-methanol (obtained by EP 0,253,310) were introduced into 150 ml of dioxane and 150 ml of 2-methoxyethanol with stirring and 12.7 g of N-bromo succinimide were added. The mixture was stirred at 40° C. for 2 hours and the reaction medium was allowed to cool down to ambient temperature for 90 minutes. After evaporation, the crystals were taken up in 250 ml of ethyl acetate and 150 ml of water and extraction was carried out with ethyl acetate. The extracts were washed with water, dried and filtered. Activated charcoal was added to the solution which was stirred for 10 minutes, followed by filtration and evaporation. The crystals were solubilized in 64 ml of hot ethyl acetate and then the solution stood for 90 minutes at 0° C. After separation, the crystals were washed with ethyl acetate, then with methylene chloride and separated and dried to obtain 4.39 g of the expected product melting at 160 ° C.

1. stirringThe mixture was stirred at 40° C. for 2 hours
2. customAfter evaporation
3. extraction150 ml of water and extraction
4. washThe extracts were washed with water
5. customdried
6. filtrationfiltered
7. additionActivated charcoal was added to the solution which
8. stirringwas stirred for 10 minutes
9. filtrationfollowed by filtration and evaporation
10. customAfter separation
11. washthe crystals were washed with ethyl acetate
12. customwith methylene chloride and separated
13. customdried

ORD record

ord-f19301cf5e9344a39cdd6c01054449e0

Source dataset

uspto-grants-1995_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05389634