Hydrochloric Acid → HCID 17816485, compound

HRID 2249699Notes

Reaction equation

HRID 2249699 reaction equation
[CH2:1]([N:6]1[C:10]2[CH:11]=[CH:12][C:13]([C:15]([O:17]C)=[O:16])=[CH:14][C:9]=2[N:8]([CH2:19][CH2:20][CH:21]([CH3:23])[CH3:22])[C:7]1=[O:24])[CH2:2][CH:3]([CH3:5])[CH3:4].[OH-].[Na+].O.Cl>CO.C(Cl)(Cl)Cl>[CH2:1]([N:6]1[C:10]2[CH:11]=[CH:12][C:13]([C:15]([OH:17])=[O:16])=[CH:14][C:9]=2[N:8]([CH2:19][CH2:20][CH:21]([CH3:23])[CH3:22])[C:7]1=[O:24])[CH2:2][CH:3]([CH3:5])[CH3:4]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 17816453HCID 17816453, compound

Product 1

HCID 17816485HCID 17816485, compoundYield 89.1%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6212ChloroformSolvent

Conditions

Temperature
50 °C

Procedure

In 7 ml of methanol is dissolved 0.34 g of methyl 1,3-diisopentyl-2-oxo-2,3-dihydro-1H-benzimidazole-5-carboxylate. After adding 1.5 ml of 1 mol/L solution of sodium hydroxide, the mixture is stirred at 50° C. for one hour. Water and chloroform are successively added to the reaction mixture, pH is adjusted to 2 with 6 mol/L hydrochloric acid, and the organic layer is separated. The organic layer thus obtained is washed with water and saturated aqueous solution of sodium chloride successively and dried over anhydrous magnesium sulfate, and then the solvent is distilled off under reduced pressure. Thus, 0.29 g of 1,3-diisopentyl-2-oxo-2,3-dihydro-1H-benzimidazole-5-carboxylic acid is obtained as a white solid product.

Workup

  1. customthe organic layer is separated
  2. customThe organic layer thus obtained
  3. washis washed with water and saturated aqueous solution of sodium chloride successively
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationthe solvent is distilled off under reduced pressure

Sources & evidence

ORD record
ord-c43fdc3b67b24235a841d967ca5cfaac
Source dataset
uspto-grants-2008_01
Patent number
US07314888B1

Reaction notes

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