Acetyl chloride → N-Acetylimidazolidinone

HRID 1282741Notes

Reaction equation

HRID 1282741 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].[N:5]1[C:6](=[O:10])[N:7]=[CH:8][CH:9]=1>O1CCCC1>[C:1]([N:5]1[CH2:9][CH2:8][NH:7][C:6]1=[O:10])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 118190392H-Imidazol-2-one

Product 1

HCID 79350N-Acetylimidazolidinone

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

23.6 parts by weight of acetyl chloride in 100 parts by volume of tetrahydrofurane were added dropwise over the course of 60 minutes to a suspension of 25.8 parts by weight of imidazol-2-one in 350 parts by volume of dry tetrahydrofurane at 0° C. The mixture was stirred for 3 hours at room temperature, dry air was subsequently blown through the solution for some time, the solvent was then removed in vacuo and the residue was recrystallized from boiling nitromethane.

Workup

  1. customdry air
  2. customthe solvent was then removed in vacuo
  3. customthe residue was recrystallized

Sources & evidence

ORD record
ord-6ebfd1768f58420cb0ed1cecab9cc301
Source dataset
uspto-grants-1976_08
Patent number
US03972870

Reaction notes

Loading…