Hydrochloric Acid → HCID 18680830, compound

HRID 276065Notes

Reaction equation

HRID 276065 reaction equation
[OH-].[Na+].[CH2:3]([C:10]1[N:14]([CH3:15])[C:13]2[CH:16]=[C:17]([C:20]([O:22]CC)=[O:21])[CH:18]=[CH:19][C:12]=2[N:11]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[ClH:25]>C(O)C>[ClH:25].[CH2:3]([C:10]1[N:14]([CH3:15])[C:13]2[CH:16]=[C:17]([C:20]([OH:22])=[O:21])[CH:18]=[CH:19][C:12]=2[N:11]=1)[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 9926144HCID 9926144, compound

Product 1

HCID 18680830HCID 18680830, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 5% sodium hydroxide aqueous solution (2.8 g) was added to a solution of 0.340 g of 2-benzyl-6-ethoxycarbonyl-1-methylbenzimidazole in 4 ml of ethanol, and the mixture was heat-refluxed for 1.5 hours. The reaction mixture was acidified with 1-N hydrochloric acid, and was concentrated under reduced pressure. Ethanol was added to the residue to extract the organic substance. Ethanol was distilled off under reduced pressure to give 0.300 g of 2-benzyl-6-carboxy-1-methylbenzimidazole hydrochloride (271).

Workup

  1. temperaturethe mixture was heat-refluxed for 1.5 hours
  2. concentrationwas concentrated under reduced pressure
  3. additionEthanol was added to the residue
  4. extractionto extract the organic substance
  5. distillationEthanol was distilled off under reduced pressure

Sources & evidence

ORD record
ord-b0f8369e88a54c5093361480464eb628
Source dataset
uspto-grants-2002_03
Patent number
US06352985B1

Reaction notes

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