4-[1-(1H-imidazol-1-yl)-2-methylpropyl]-2-nitrobenzenamine → 4-[1-(1H-imidazol-1-yl)-2-methylpropyl]-1,2-benzenediamine

HRID 1723119Notes

Reaction equation

HRID 1723119 reaction equation
[N:1]1([CH:6]([C:10]2[CH:15]=[CH:14][C:13]([NH2:16])=[C:12]([N+:17]([O-])=O)[CH:11]=2)[CH:7]([CH3:9])[CH3:8])[CH:5]=[CH:4][N:3]=[CH:2]1.[H][H]>[Ni].C(O)C>[N:1]1([CH:6]([C:10]2[CH:11]=[C:12]([NH2:17])[C:13]([NH2:16])=[CH:14][CH:15]=2)[CH:7]([CH3:8])[CH3:9])[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

5

Reactant 2

HCID 145184254-[1-(1H-imidazol-1-yl)-2-methylpropyl]-2-nitrobenzenamineHCID 178418361HCID 178418361, compound

Product 1

HCID 145184264-[1-(1H-imidazol-1-yl)-2-methylpropyl]-1,2-benzenediamineYield 99.9%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

(a-5) A mixture of 31 parts of 4-[1-(1H-imidazol-1-yl)-2-methylpropyl]-2-nitrobenzenamine and 240 parts of ethanol was hydrogenated at room temperature in a Parr apparatus at 0.5 105Pa with 30 parts of Raney-nickel catalyst. After the calculated amount of hydrogen was taken up, the catalyst was filtered off over diatomaceous earth and the filtrate was evaporated, yielding 27.4 parts (99.9%) of 4-[1-(1H-imidazol-1-yl)-2-methylpropyl]-1,2-benzenediamine as a residue (int. 105).

Workup

  1. filtrationthe catalyst was filtered off over diatomaceous earth
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-cb4810884e8e4dad86ff676e12d32f8c
Source dataset
uspto-grants-1989_08
Patent number
US04859684

Reaction notes

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