Ethanol → HCID 54226506, compound

HRID 1723116Notes

Reaction equation

HRID 1723116 reaction equation
[N:1]1([CH:6]([C:8]2[CH:13]=[CH:12][C:11]([NH:14]C)=[C:10]([N+:16]([O-])=O)[CH:9]=2)[CH3:7])[CH:5]=[CH:4][N:3]=[CH:2]1.[H][H].[CH2:21](O)C>[Ni]>[N:1]1([CH:6]([C:8]2[CH:9]=[C:10]([NH:16][CH3:21])[C:11]([NH2:14])=[CH:12][CH:13]=2)[CH3:7])[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

5

Reactant 3

HCID 702EthanolHCID 20026658HCID 20026658, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 54226506HCID 54226506, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

(b-1) A mixture of 21 parts of 4-[1-(1H-imidazol-1-yl)ethyl]-N-methyl-2-nitrobenzenamine and 160 parts of ethanol was hydrogenated at room temperature in a Parr apparatus at 0.5 105Pa with 20 parts of Raney-nickel catalyst. After the calculated amount of hydrogen was taken up, nitrogen was bubbled through the mixture and the catalyst was filtered off over diatomaceous earth. The filtrate was evaporated at <40° C., yielding 18.5 parts (100%) of 4-[1-(1H-imidazol-1-yl)ethyl]-N2 -methyl-1,2-benzenediamine as a residue (int. 97).

Workup

  1. customnitrogen was bubbled through the mixture
  2. filtrationthe catalyst was filtered off over diatomaceous earth
  3. customThe filtrate was evaporated at <40° C.

Sources & evidence

ORD record
ord-a83ee54bc022405f9734b65d9a05caad
Source dataset
uspto-grants-1989_08
Patent number
US04859684

Reaction notes

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