Imidazole → HCID 55299320, compound

HRID 131776Notes

Reaction equation

HRID 131776 reaction equation
[NH:1]1[CH:5]=[CH:4][N:3]=[CH:2]1.[C:6](=O)(O)[O-].[Na+].[OH2:11].[C:12](OC(=O)C)(=[O:14])[CH3:13]>C(OCC)(=O)C>[C:2]([NH:3]/[CH:4]=[CH:5]\[NH:1][C:12](=[O:14])[CH3:13])(=[O:11])[CH3:6]

Participants

6

Reactant 4

HCID 795ImidazoleHCID 962WaterHCID 7918Acetic AnhydrideHCID 516892Sodium Bicarbonate

Product 1

HCID 55299320HCID 55299320, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of imidazole (68 g, 1 mole) in ethyl acetate (1 L) in a 10-L container was added sodium bicarbonate (0.85 kg, 10 mole) and water (5 L) at ambient temperature. Under magnetic agitation, acetic anhydride (400 mL, 4.04 mole) was added dropwise over a course of 45 minutes. The resulting mixture was stirred overnight (12 hours). Then, the solid was filtered out, washed, and triturated (in 600 mL water) at 80° C. for 30 min. After filtration, the product was collected in 120 g (ca. 80%).

Workup

  1. filtrationThen, the solid was filtered out
  2. washwashed
  3. customtriturated (in 600 mL water) at 80° C. for 30 min
  4. filtrationAfter filtration
  5. customthe product was collected in 120 g (ca. 80%)

Sources & evidence

ORD record
ord-57d22a7ee4424ca5bea2d8e7822e8e3a
Source dataset
uspto-grants-2008_06
Patent number
US07385012B2

Reaction notes

Loading…