Chlorosuccinimide → HCID 178441754, compound

HRID 1647646Notes

Reaction equation

HRID 1647646 reaction equation
[Cl:1]N1C(=O)CCC1=O.[CH2:9]([C:13]1[NH:14][CH:15]=[C:16]([CH2:18][OH:19])[N:17]=1)[CH2:10][CH2:11][CH3:12]>C(OCC)(=O)C>[CH2:9]([C:13]1[NH:14][C:15]([Cl:1])=[C:16]([CH2:18][OH:19])[N:17]=1)[CH2:10][CH2:11][CH3:12]

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 178418407HCID 178418407, compound

Product 1

HCID 178441754HCID 178441754, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

9.52 g (0.071 mol) of N-chlorosuccinimide are introduced, at a temperature of between 0° and 5° C., into 10 g (0.065 mol) of 2-butylimidazole-4-methanol in suspension in 200 ml of ethyl acetate. The mixture is stirred overnight while maintaining this temperature. The solution is filtered and the solid is washed with 20 ml of ice-cold ethyl acetate, drained and washed with water in order to remove traces of succinimide and starting product, and then

Workup

  1. temperaturewhile maintaining this temperature
  2. filtrationThe solution is filtered
  3. washthe solid is washed with 20 ml of ice-cold ethyl acetate
  4. washwashed with water in order
  5. customto remove traces of succinimide

Sources & evidence

ORD record
ord-d8968440a6804720a722b9b820815c79
Source dataset
uspto-grants-1995_07
Patent number
US05432283

Reaction notes

Loading…