3-(Nitro-n-butylamino)benzophenone → HCID 54315355, compound

HRID 1439789Notes

Reaction equation

HRID 1439789 reaction equation
[N+]([N:4](CCCC)[C:5]1[CH:6]=[C:7]([CH:16]=[CH:17][CH:18]=1)[C:8]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:9])([O-])=O.[H][H]>C(O)C.[Pd]>[NH2:4][C:5]1[CH:6]=[C:7]([CH:16]=[CH:17][C:18]=1[NH:4][CH2:5][CH2:18][CH2:17][CH3:16])[C:8]([C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)=[O:9]

Participants

5

Reactant 2

HCID 205552293-(Nitro-n-butylamino)benzophenoneHCID 178418361HCID 178418361, compound

Product 1

HCID 54315355HCID 54315355, compoundYield 88.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 3-(nitro-4-n-butylamino)-benzophenone (5.96 g.; 0.02 mole) in ethanol (200 ml.) is added palladium on charcoal (5%; 0.1 g.). The mixture is hydrogenated until theoretical uptake of hydrogen has occurred (about 3 hours) and then let stand at room temperature overnight. The reaction mixture is filtered to remove the catalyst and the filtrate concentrated under vacuum to afford 4.75 g. (88.6% yield) of 3-amino-4-n-butylaminobenzophenone.

Workup

  1. custom(about 3 hours)
  2. filtrationThe reaction mixture is filtered
  3. customto remove the catalyst
  4. concentrationthe filtrate concentrated under vacuum
  5. customto afford 4.75 g

Sources & evidence

ORD record
ord-f6a83a29fd1f4f09a360b4ee1200c246
Source dataset
uspto-grants-1977_11
Patent number
US04060636

Reaction notes

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