HCID 178418361, compound → HCID 178432541, compound

HRID 1905932Notes

Reaction equation

HRID 1905932 reaction equation
[CH3:1][C:2]1[NH:3][CH:4]=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([N+:13]([O-])=O)=[CH:9][CH:8]=2)[N:6]=1.[H][H]>CO.[Pd]>[CH3:1][C:2]1[NH:3][CH:4]=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([NH2:13])=[CH:9][CH:8]=2)[N:6]=1

Participants

5

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178432557HCID 178432557, compound

Product 1

HCID 178432541HCID 178432541, compoundYield 97.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 2-methyl-4-(4-nitro-phenyl)-1H-imidazole (28 g) in methanol (210 ml) was hydrogenated in the presence of 10% palladium-on-charcoal (1.35 g) at atmospheric pressure and at room temperature. After the calculated amount of hydrogen had been taken up, the catalyst was filtered off and the solution was evaporated to dryness to give 23.2 g of the title compound as a spongy solid. Using the above procedure, and starting from the appropriate nitrophenyl derivative, the following aminophenyl derivatives were also prepared:

Workup

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

Sources & evidence

ORD record
ord-e4c271b138574eaea74bf9d53b435304
Source dataset
uspto-grants-1987_03
Patent number
US04649150

Reaction notes

Loading…