Hydrochloric Acid → 1h-Benzimidazole-2-propanoic acid, ethyl ester

HRID 1953296Notes

Reaction equation

HRID 1953296 reaction equation
Cl.[N:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[NH:4][C:3]=1[CH2:11][CH2:12][C:13]([OH:15])=[O:14].[CH2:16](O)[CH3:17]>>[NH:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[N:4]=[C:3]1[CH2:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 65708Procodazole

Product 1

HCID 2281351h-Benzimidazole-2-propanoic acid, ethyl ester

Procedure

Hydrogen chloride gas is introduced into a suspension of 10 g (52.5 mmol) of 2-benzimidazole-propionic acid refluxing in 250 ml absolute ethanol over 1 hour. Then the mixture is concentrated by evaporation, the residue is dissolved in water and made alkaline with concentrated ammonia. Then it is extracted with ethyl acetate, the combined organic extracts are washed with water, dried and concentrated by evaporation.

Workup

  1. concentrationThen the mixture is concentrated by evaporation
  2. dissolutionthe residue is dissolved in water
  3. extractionThen it is extracted with ethyl acetate
  4. washthe combined organic extracts are washed with water
  5. customdried
  6. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-9ebecd7b2c504a0192772c1c855a272c
Source dataset
uspto-grants-2000_09
Patent number
US06114532

Reaction notes

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