HCID 178418361, compound → HCID 178507418, compound

HRID 2236407Notes

Reaction equation

HRID 2236407 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:11]=[CH:12][NH:13][CH:14]=2)=[CH:6][CH:5]=1)([O-])=O.[H][H]>CO.[Pd]>[NH:13]1[CH:14]=[C:10]([C:7]2[CH:8]=[CH:9][C:4]([NH2:1])=[CH:5][CH:6]=2)[N:11]=[CH:12]1

Participants

5

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178418805HCID 178418805, compound

Product 1

HCID 178507418HCID 178507418, compoundYield 102.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A suspension of 4-(4-nitro-phenyl)-1H-imidazole (50 g, 0.2646 mol), 5% Pd/C (6 g) in 600 mL of methanol is hydrogenated at 7 psi of hydrogen at room temperature. After 1 h, the pressure of hydrogen remained unchanged, the mixture is filtered through a Celite cake. The filtrate is evaporated to give a red residue. After drying at high vacuum overnight, 43.2 g of a beige foam is isolated. It is hydroscopic, and sensitive to light and air.

Workup

  1. filtrationthe pressure of hydrogen remained unchanged, the mixture is filtered through a Celite cake
  2. customThe filtrate is evaporated
  3. customto give a red residue
  4. customAfter drying at high vacuum overnight

Sources & evidence

ORD record
ord-c6e6bd15a9b64424ad7725709e7e4961
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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