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

HRID 1110813Notes

Reaction equation

HRID 1110813 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.[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 178418390HCID 178418390, compoundCatalystHCID 176Acetic AcidSolvent

Procedure

In an autoclave 40.0 g of methyl benzimidazole-5-carboxylate sulfate was dissolved in 600 ml of acetic acid and hydrogenation was carried out at 80° C. for 5 hours under 60 atms using 11 g of 10% palladium carbon as a catalyst. After the catalyst was filtered off, the mother liquor was concentrated under reduced pressure, 41.0 g (yield, 101%) of oily methyl 4,5,6,7-tetrahydrobenzimidazole-5-carboxylate sulfate was obtained. ##STR39##

Workup

  1. filtrationAfter the catalyst was filtered off
  2. concentrationthe mother liquor was concentrated under reduced pressure

Sources & evidence

ORD record
ord-bf0565a1d99149f6aae7bbb6ed6e72c2
Source dataset
uspto-grants-1990_12
Patent number
US04977175

Reaction notes

Loading…