Benzimidazole → HCID 13815977, compound

HRID 247598Notes

Reaction equation

HRID 247598 reaction equation
F[C:2]1[CH:16]=[CH:15][C:5]([C:6]([C:8]2[NH:9][C:10](=[O:14])[NH:11][C:12]=2[CH3:13])=[O:7])=[CH:4][CH:3]=1.[NH:17]1[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[N:19]=[CH:18]1>CO>[N:17]1([C:2]2[CH:16]=[CH:15][C:5]([C:6]([C:8]3[NH:9][C:10](=[O:14])[NH:11][C:12]=3[CH3:13])=[O:7])=[CH:4][CH:3]=2)[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[N:19]=[CH:18]1

Participants

4

Reactant 2

HCID 5798BenzimidazoleHCID 155675394-(4-Fluorobenzoyl)-5-methyl-1,3-dihydro-2H-imidazol-2-one

Product 1

HCID 13815977HCID 13815977, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
185 °C

Procedure

1,3-Dihydro-4-(4-fluorobenzoyl)-5-methyl-2H-imidazol-2-one (4.4 g, 20 mmol) is combined with 1H-benzimidazole (30 g, 254 mmol) in a sealed flask with stirring, and the mixture heated at about 185° C. for about 7 hr. The mixture is cooled, 120 mL of methanol is added and the mixture stirred in an ice bath. The suspension is filtered and the filter cake washed with water and acetone. The remainder of the process is carried out as in Example IV to yield the title compound.

Workup

  1. temperatureThe mixture is cooled
  2. stirringthe mixture stirred in an ice bath
  3. filtrationThe suspension is filtered
  4. washthe filter cake washed with water and acetone

Sources & evidence

ORD record
ord-c2fbf175eada4a75acb41b12f72ef4d3
Source dataset
uspto-grants-1987_11
Patent number
US04709043

Reaction notes

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