Hydrochloric Acid → HCID 178524171, compound

HRID 1945473Notes

Reaction equation

HRID 1945473 reaction equation
C[O:2][C:3]([C:5]1[CH:23]=[CH:22][C:8]2[NH:9][C:10](COC3C=CC(Cl)=CC=3Cl)=[N:11][C:7]=2[CH:6]=1)=[O:4].Cl.C(=O)(O)[O-].[Na+]>C(O)(=O)C>[NH:9]1[C:8]2[CH:22]=[CH:23][C:5]([C:3]([OH:4])=[O:2])=[CH:6][C:7]=2[N:11]=[CH:10]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 178497368HCID 178497368, compound

Product 1

HCID 178524171HCID 178524171, compoundYield 197%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
10 °C

Procedure

A mixture of 2-(2,4-dichlorophenoxymethyl)-1H-benzoimidazole-5-carboxylic acid methyl ester (110 mg, 0.31 mmol), acetic acid (60 mL) and coned HCl (60 mL) was heated under reflux for 3 h. At the end of the reaction period, the mixture was cooled to 10° C., neutralized with aqueous sodium bicarbonate solution, filtered, washed with ethyl acetate (10 mL), water (50 mL) and dried to afford 2-2,4-chloro-phenoxymethyl)-1H-benzoimidazole-5-carboxylic acid as a colorless powder (0.099 g, 94.28% yield).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 3 h
  3. customAt the end of the reaction period
  4. filtrationfiltered
  5. washwashed with ethyl acetate (10 mL), water (50 mL)
  6. customdried

Sources & evidence

ORD record
ord-6aa0b8ec5bb64c8d842fccf74a72d646
Source dataset
uspto-grants-2013_03
Patent number
US08394799B2

Reaction notes

Loading…