N,N,N-trimethyl-2-[methyl(4-nitrophenyl)-amino]ethanaminium methylsulfate → HCID 86760851, compound

HRID 2109965Notes

Reaction equation

HRID 2109965 reaction equation
[CH3:1][O:2][S:3]([O-:6])(=[O:5])=[O:4].[CH3:7][N+:8]([CH3:23])([CH3:22])[CH2:9][CH2:10][N:11]([CH3:21])[C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-])=O)=[CH:14][CH:13]=1.[H][H]>O.[Pd]>[CH3:1][O:2][S:3]([O-:6])(=[O:5])=[O:4].[NH2:18][C:15]1[CH:14]=[CH:13][C:12]([N:11]([CH3:21])[CH2:10][CH2:9][N+:8]([CH3:23])([CH3:22])[CH3:7])=[CH:17][CH:16]=1

Participants

5

Reactant 2

HCID 18522685N,N,N-trimethyl-2-[methyl(4-nitrophenyl)-amino]ethanaminium methylsulfateHCID 178418361HCID 178418361, compound

Product 1

HCID 86760851HCID 86760851, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 962WaterSolvent

Procedure

10 g (28.6 mmol) of the compound from Step 9.2 was dissolved in 80 mL of water and hydrogenated in the presence of 1 g of Pd/C (10%) under 9 bar of hydrogen pressure. After 2 hours, the catalyst was filtered off and the filtrate was evaporated to dryness. This gave 9.3 g (99.6% of the theoretical) of a brown oil.

Workup

  1. filtrationthe catalyst was filtered off
  2. customthe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-ddb2161fbfe34d49bb28ce4662817132
Source dataset
uspto-grants-2009_04
Patent number
US07517367B2

Reaction notes

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