Carbon Dioxide → 1-t-Butylimidazole

HRID 888269Notes

Reaction equation

HRID 888269 reaction equation
C=O.[C:3](N)([CH3:6])([CH3:5])[CH3:4].C(=O)([O-])[O-].[NH4+:12].[NH4+:13].[CH:14]([CH:16]=O)=O.[C:18](=O)=O>CO>[C:3]([N:12]1[CH:16]=[CH:14][N:13]=[CH:18]1)([CH3:6])([CH3:5])[CH3:4]

Participants

7

Reactant 5

HCID 280Carbon DioxideHCID 712FormaldehydeHCID 6385Tert-ButylamineHCID 7860GlyoxalHCID 517111Ammonium Carbonate

Product 1

HCID 1426651-t-Butylimidazole

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent3×

Procedure

0.62 mol of paraformaldehyde (18.600 g) is initially charged in 80 ml of methanol. 0.6 mol of tertbutylamine (43.884 g, 63.32 ml) in 80 ml of methanol is cautiously added dropwise thereto with ice cooling. At a temperature of 0° C., 0.3 mol of ammonium carbonate (28.820 g) and 0.6 mol of 40% glyoxal solution (87.040 g, 68.8 mol) in 160 ml of methanol are added. Thereafter, the reaction mixture is warmed to room temperature and stirred overnight, in order that the carbon dioxide formed can escape. Ultimately, the solvent is removed and the product is distilled through a column under high vacuum.

Workup

  1. customformed can
  2. customUltimately, the solvent is removed
  3. distillationthe product is distilled through a column under high vacuum

Sources & evidence

ORD record
ord-6d3c87786b924e73982ac11738e3ea10
Source dataset
uspto-grants-2012_08
Patent number
US08247574B2

Reaction notes

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