Sodium Acetate → HCID 20379506, compound

HRID 2051684Notes

Reaction equation

HRID 2051684 reaction equation
Cl[C:2]1[CH:19]=[CH:18][C:5]2[N:6]([CH:10]([C:12]3[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=3)[CH3:11])[C:7](=[O:9])[NH:8][C:4]=2[CH:3]=1.C([O-])(=O)C.[Na+].[H][H]>[Pd].C(O)(=O)C>[NH:14]1[CH2:15][CH2:16][CH2:17][CH:12]([CH:10]([N:6]2[C:5]3[CH:18]=[CH:19][CH:2]=[CH:3][C:4]=3[NH:8][C:7]2=[O:9])[CH3:11])[CH2:13]1

Participants

6

Reactant 3

HCID 517045Sodium AcetateHCID 20379499HCID 20379499, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20379506HCID 20379506, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

A mixture of 24 parts of 5-chloro-1,3-dihydro-1-[1-(3-pyridinyl)ethyl]-2H-benzimidazol-2-one, 10 parts of sodium acetate and 400 parts of acetic acid is hydrogenated at normal pressure and at a temperature of 60° C. with 2 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen is taken up, the catalyst is filtered off and the filtrate is evaporated. The residue is taken up in water and the whole is alkalized with concentrated ammonium hydroxide. The product is extracted three times with 300 parts of trichloromethane. The combined extracts are dried, filtered and evaporated, yielding 22 parts (100%) of 1,3-dihydro-1-[1-(3-piperidinyl)ethyl]-2H-benzimidazol-2-one as an oily residue.

Workup

  1. filtrationthe catalyst is filtered off
  2. customthe filtrate is evaporated
  3. extractionThe product is extracted three times with 300 parts of trichloromethane
  4. customThe combined extracts are dried
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-17f36db601f5483db88f90da0a8cb83f
Source dataset
uspto-grants-1980_01
Patent number
US04181802

Reaction notes

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