HCID 19919416, compound → HCID 53876013, compound

HRID 1648303Notes

Reaction equation

HRID 1648303 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([N+:12]([O-])=O)[CH:11]=1)[NH:8][CH2:7][CH:6]([N:15]([CH3:17])[CH3:16])[CH2:5]2>C(O)C.[Pd]>[CH3:16][N:15]([CH3:17])[CH:6]1[CH2:5][C:4]2[C:9](=[C:10]([NH2:12])[CH:11]=[CH:2][CH:3]=2)[NH:8][CH2:7]1

Participants

4

Reactant 1

HCID 19919416HCID 19919416, compound

Product 1

HCID 53876013HCID 53876013, compoundYield 100.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 6-bromo-1,2,3,4-tetrahydro-8-nitro-N,N-dimethyl-3-quinolinamine (1.15 g, 3.8 mmol) and 10% palladium charcoal (0.5 g) in ethanol (150 mL) was hydrogenated for 18 hours. The solution was filtered and the ethanol evaporated to give 0.73 g of 1,2,3,4-tetrahydro-N3, N3 -dimethyl-3,8-quinolinediamine as an oil.

Workup

  1. filtrationThe solution was filtered
  2. customthe ethanol evaporated

Sources & evidence

ORD record
ord-ce0a6da0543248fba9ea01b468db2076
Source dataset
uspto-grants-1995_07
Patent number
US05436240

Reaction notes

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