HCID 903193, compound → HCID 16769101, compound

HRID 1901040Notes

Reaction equation

HRID 1901040 reaction equation
[CH3:1][N:2]([CH3:21])[C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10](=[O:20])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[N+:17]([O-])=O)=[CH:5][CH:4]=1>C(O)C.[Pd]>[CH3:1][N:2]([CH3:21])[C:3]1[CH:4]=[CH:5][C:6]([NH:9][C:10](=[O:20])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[NH2:17])=[CH:7][CH:8]=1

Participants

4

Reactant 1

HCID 903193HCID 903193, compound

Product 1

HCID 16769101HCID 16769101, compoundYield 81.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a suspension of N-(4-dimethylaminophenyl)-2-nitrobenzamide (3.0 g) in ethanol (30 ml) was added a catalytic amount of 10% palladium/carbon and catalytic reduction was carried out at a pressure of 1-2.5 arms at room temperature for 4 hrs. After the filtration of 10 catalyst, the solvent was distilled off and crystallization of the residue from chloroform/ethyl acetate afforded N-(4-dimethylaminophenyl)-2-aminobenzamide (2.2 g, 79%).

Workup

  1. filtrationAfter the filtration of 10 catalyst
  2. distillationthe solvent was distilled off
  3. customcrystallization of the residue from chloroform/ethyl acetate

Sources & evidence

ORD record
ord-bdf7c608dc3540f7900b0bdc44a209f3
Source dataset
uspto-grants-1996_11
Patent number
US05576335

Reaction notes

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