HCID 20449738, compound → HCID 22009932, compound

HRID 358255Notes

Reaction equation

HRID 358255 reaction equation
[CH3:1][C:2]1[NH:6][CH:5]=[N:4][C:3]=1[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([N+:13]([O-])=O)[CH:8]=1.[H][H]>CO.[Pd]>[CH3:1][C:2]1[NH:6][CH:5]=[N:4][C:3]=1[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([NH2:13])[CH:8]=1

Participants

5

Reactant 2

HCID 20449738HCID 20449738, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22009932HCID 22009932, compoundYield 87.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Eighty-four grams of 5-methyl-4-(3-nitrophenyl)-1-H-imidazole [R. Morgenstern et al., Pharmazie 30, 103 (1975)] dissolved in methanol were hydrogenated in the presence of 0.8 gm of 5% Pd catalyst at atmospheric pressure and at room temperature. When the calculated amount of hydrogen was taken up, the catalyst was filtered off, and the remaining solution was evaporated to dryness to produce 62.5 gm of the desired compound.

Workup

  1. filtrationthe catalyst was filtered off
  2. customthe remaining solution was evaporated to dryness

Sources & evidence

ORD record
ord-e7e588f563844808839e4847ba4b36da
Source dataset
uspto-grants-1984_08
Patent number
US04465841

Reaction notes

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