Sulfuric acid--methyl 1H-benzimidazole-6-carboxylate (1/1) → HCID 14856794, compound

HRID 1440036Notes

Reaction equation

HRID 1440036 reaction equation
[S:1]([OH:5])([OH:4])(=[O:3])=[O:2].[N:6]1[C:10]2[CH:11]=[CH:12][C:13]([C:15]([O:17][CH3:18])=[O:16])=[CH:14][C:9]=2[NH:8][CH:7]=1>C(O)(=O)C.[Pd]>[S:1]([OH:5])([OH:4])(=[O:3])=[O:2].[N:6]1[C:10]2[CH2:11][CH2:12][CH:13]([C:15]([O:17][CH3:18])=[O:16])[CH2:14][C:9]=2[NH:8][CH:7]=1

Participants

4

Reactant 1

HCID 18985209Sulfuric acid--methyl 1H-benzimidazole-6-carboxylate (1/1)

Product 1

HCID 14856794HCID 14856794, compoundYield 101%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

In 600 ml of acetic acid was dissolved 40.0 g of methyl 5-benzimidazole carboxylate sulfate in a 1 l-volume autoclave, and 11 g of 10% palladium-on-carbon was added to the solution as a catalyst to conduct hydrogenation at 80° C. at a pressure of 60 atm for 5 hours. The catalyst was separated by filtration, and the mother liquor was concentrated under reduced pressure to obtain 41.0 g of methyl 4,5,6,7-tetrahydrobenzimidazole-5-carboxylate sulfate as an oil. ##STR11##

Workup

  1. additionwas added to the solution as a catalyst
  2. customat 80° C.
  3. customfor 5 hours
  4. customThe catalyst was separated by filtration
  5. concentrationthe mother liquor was concentrated under reduced pressure

Sources & evidence

ORD record
ord-656409d113144784ad23b349aa6c50ff
Source dataset
uspto-grants-1996_03
Patent number
US05496942

Reaction notes

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