Sulfuric acid magnesium salt (1:1) → HCID 68536762, compound

HRID 1992586Notes

Reaction equation

HRID 1992586 reaction equation
[N+:1]([C:4]1[CH:5]=[N:6][C:7]2[C:12]([C:13]=1[NH:14][CH2:15][CH2:16][O:17][CH2:18][CH2:19][OH:20])=[CH:11][CH:10]=[CH:9][CH:8]=2)([O-])=O.S([O-])([O-])(=O)=O.[Mg+2]>[Pt].C(O)C>[NH2:1][C:4]1[CH:5]=[N:6][C:7]2[C:12]([C:13]=1[NH:14][CH2:15][CH2:16][O:17][CH2:18][CH2:19][OH:20])=[CH:11][CH:10]=[CH:9][CH:8]=2

Participants

5

Reactant 2

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 68536167HCID 68536167, compound

Product 1

HCID 68536762HCID 68536762, compoundYield 72.8%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 2-{2-[(3-nitroquinolin-4-yl)amino]ethoxy}ethanol (66.2 g, 239 mmol) and 5% platinum on carbon (7.5 g) in ethanol (250 mL) was hydrogenated at approximately 30 psi (2.1×105 Pa) on a Parr apparatus overnight. Magnesium sulfate was added to the mixture, which was then filtered through CELITE filter agent. The filtrate was concentrated under reduced pressure to provide 43.0 g of crude 2-{2-[(3-aminoquinolin-4-yl)amino]ethoxy}ethanol as a yellow solid.

Workup

  1. customwas hydrogenated at approximately 30 psi (2.1×105 Pa) on a Parr apparatus overnight
  2. filtrationwas then filtered through CELITE
  3. filtrationfilter agent
  4. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-e23efa93a3274997b9a30529ae8debda
Source dataset
uspto-grants-2010_01
Patent number
US07648997B2

Reaction notes

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