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

HRID 1105839Notes

Reaction equation

HRID 1105839 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 three 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 three 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-36486451a3814c69a32801938eb84ea6
Source dataset
uspto-grants-1982_01
Patent number
US04310537

Reaction notes

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