Chlorosuccinimide → 2-Butyl-4-chloro-5-(hydroxymethyl)imidazole

Temperature

40 °C

In a mixture of 70 ml of dioxane and 60 ml of methyl cellosolve was dissolved 4 g of 2-butyl-5-hydroxymethylimidazole, and 3.9 g of N-chlorosuccinimide was added to the solution, followed by stirring at 40° C. for 1 hour. The reaction solution was evaporated to dryness under reduced pressure, and 100 ml each of water and ethyl acetate were added to the residue to shake for mixing. The ethyl acetate layer was evaporated to dryness under reduced pressure, and the residue was dissolved in 50 ml of ether. The solution was allowed to cool, thereby yielding 2.4 g of 2-butyl-4-chloro-5-hydroxymethylimidazole deposited as colorless prisms, m.p. 147°-148° C.

1. additionwas added to the solution
2. customThe reaction solution was evaporated to dryness under reduced pressure, and 100 ml each of water and ethyl acetate
3. additionwere added to the residue
4. additionfor mixing
5. customThe ethyl acetate layer was evaporated to dryness under reduced pressure
6. dissolutionthe residue was dissolved in 50 ml of ether
7. temperatureto cool

ORD record

ord-a9f3ced67aca44668682a606473eaa47

Source dataset

uspto-grants-1982_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04340598