Benzimidazole → HCID 21088685, compound

HRID 350708Notes

Reaction equation

HRID 350708 reaction equation
Cl[C:2]1[O:3][C:4]([CH:14](C)[CH2:15][C:16](O)=O)=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=2)[N:6]=1.[C:20](=[O:23])([O-])[O-:21].[K+].[K+].[N:26]1[C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=2[NH:28][CH:27]=1.CN(C)C=O>O>[N:26]1([C:2]2[O:3][C:4]([CH2:14][CH2:15][CH2:16][C:20]([OH:21])=[O:23])=[C:5]([C:7]3[CH:8]=[CH:9][C:10]([Cl:13])=[CH:11][CH:12]=3)[N:6]=2)[C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=2[N:28]=[CH:27]1

Participants

6

Reactant 4

HCID 5798BenzimidazoleHCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 21088578HCID 21088578, compound

Product 1

HCID 21088685HCID 21088685, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 3-[2-chloro-4-(4-chlorophenyl)-5-oxazolyl]butanoic acid (2.03 g), potassium carbonate (2.76 g), benzimidazole (1.18 g) and N,N-dimethylformamide (30 mL) was stirred at 120° C. for 4 hrs. The reaction mixture was poured into water, and the precipitated crystals were collected by filtration, washed with water and dried to give 4-[2-(1H-benzimidazol-1-yl)-4-(4-chlorophenyl)-5-oxazolyl]butanoic acid (2.22 g, yield 82%). Recrystallization from tetrahydrofuran-ethanol gave colorless needle crystals. melting point: 199–200° C.

Workup

  1. filtrationthe precipitated crystals were collected by filtration
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-9f7a067628c542ccb9cf0af6c85a3fed
Source dataset
uspto-grants-2007_02
Patent number
US07183276B2

Reaction notes

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