HCID 13912877, compound → HCID 20189753, compound

HRID 1789081Notes

Reaction equation

HRID 1789081 reaction equation
[CH3:1][N:2]([CH3:17])[C:3](=[O:16])[C:4]1[CH:9]=[C:8]([NH2:10])[C:7]([N+:11]([O-])=O)=[CH:6][C:5]=1[O:14][CH3:15]>C(O)C.[C].[Pd]>[CH3:17][N:2]([CH3:1])[C:3](=[O:16])[C:4]1[CH:9]=[C:8]([NH2:10])[C:7]([NH2:11])=[CH:6][C:5]=1[O:14][CH3:15]

Participants

4

Reactant 1

HCID 13912877HCID 13912877, compound

Product 1

HCID 20189753HCID 20189753, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A suspension of 3.62 g of N,N-dimethyl 5-amino-2-methoxy4-nitrobenzamide and 150 mg of 10 % palladium carbon in 140 ml of ethanol was stirred at 70°-80° C. under a hydrogen atmosphere. After the absorption of hydrogen was completed, the catalyst was removed by filtration, and the filtrate was evaporated to dryness to give crude N,N-dimethyl 4,5-diamino2-methoxybenzamide, which was then dissolved in 30 ml of tetrahydrofuran.

Workup

  1. customAfter the absorption of hydrogen
  2. customthe catalyst was removed by filtration
  3. customthe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-25d717c20516453d9c35a1cb80195294
Source dataset
uspto-grants-1987_08
Patent number
US04686292

Reaction notes

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