HCID 15099417, compound → HCID 15099420, compound

HRID 1706379Notes

Reaction equation

HRID 1706379 reaction equation
[N+:1]([C:4]1[CH:26]=[CH:25][C:7]([CH2:8][N:9]2[C:13]([CH2:14][C:15]([OH:17])=[O:16])=[C:12]([Cl:18])[N:11]=[C:10]2[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:6][CH:5]=1)([O-])=O>C(O)C.[H][H].[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([CH2:8][N:9]2[C:13]([CH2:14][C:15]([OH:17])=[O:16])=[C:12]([Cl:18])[N:11]=[C:10]2[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)=[CH:25][CH:26]=1

Participants

5

Reactant 1

HCID 15099417HCID 15099417, compound

Product 1

HCID 15099420HCID 15099420, compoundYield 76.1%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

In 100 ml of ethanol was dissolved 2 g of 1-(p-nitrobenzyl)-2-phenyl-4-chloroimidazole-5-acetic acid, and following addition of 300 mg of 10% palladium-on-carbon, the solution was shaken in hydrogen streams for 2 hours. The catalyst was filtered off and the filtrate was concentrated to dryness under reduced pressure and recrystallized from ethanol-hexane. By the above procedure was obtained 1.4 g of 1-(p-aminobenzyl)-2-phenyl-4-chloroimidazole-5-acetic acid as colorless needles, m.p. 141°-145° C. (decomp.)

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated to dryness under reduced pressure
  3. customrecrystallized from ethanol-hexane

Sources & evidence

ORD record
ord-468ecaae0c604f429a77033d94a8dc43
Source dataset
uspto-grants-1980_06
Patent number
US04207324

Reaction notes

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