4-Nitrobenzamide → 4-Aminobenzamide

HRID 225201

Reaction equation

HRID 225201 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8]([NH2:10])=[O:9])=[CH:6][CH:5]=1)([O-])=O>C(O)C.[Pd]>[NH2:1][C:4]1[CH:12]=[CH:11][C:7]([C:8]([NH2:10])=[O:9])=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 120914-Nitrobenzamide

Product 1

HCID 760794-AminobenzamideYield 105.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

In 100 ml of absolute ethanol, 8.35 g of the compound of Example II was hydrogenated over 2 spatulas-full of 10% Pd/C in a Parr apparatus at ca 40 lbs/in2 for 3-4 hrs. Under a nitrogen blanket, the catalyst was filtered off through a Celite pad (sintered glass funnel), which was washed with two volumes of ethanol. Evaporation gave ca 7.2 g of a brown oil.

Workup

  1. customin2 for 3-4 hrs
  2. filtrationUnder a nitrogen blanket, the catalyst was filtered off through a Celite pad (sintered glass funnel), which
  3. washwas washed with two volumes of ethanol
  4. customEvaporation

Sources & evidence

ORD record
ord-3b2ae0a86cb24970997363fb693d602b
Source dataset
uspto-grants-1980_11
Patent number
US04235969

Linked notes

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