Benzimidazole → HCID 13815977, compound

HRID 637307Notes

Reaction equation

HRID 637307 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-bce50ad004b94afa957bbd742fea47c7
Source dataset
uspto-grants-1985_12
Patent number
US04556665

Reaction notes

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