Hydrochloric Acid → HCID 178498588, compound

HRID 561803Notes

Reaction equation

HRID 561803 reaction equation
[OH:1][C:2]1[CH:11]=[C:10]([C:12]([OH:14])=[O:13])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.Cl.[CH3:16]O>>[OH:1][C:2]1[CH:11]=[C:10]([C:12]([O:14][CH3:16])=[O:13])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 178524625HCID 178524625, compound

Product 1

HCID 178498588HCID 178498588, compound

Procedure

To a solution of 2-hydroxyquinoline-4-carboxylic acid (1 eq.) in methanol (0.11 M) was added HCl (4 M dioxane solution, 1 eq.) and the resulting suspension was heated at reflux for 24 h. The reaction was quenched with sat. aq. NaHCO3 and extracted with EtOAc. The combined organic extracts were washed with brine, dried over MgSO4 and filtered. Concentration of the filtrate in vacuo afforded the title compound.

Workup

  1. temperaturethe resulting suspension was heated
  2. temperatureat reflux for 24 h
  3. customThe reaction was quenched with sat. aq. NaHCO3
  4. extractionextracted with EtOAc
  5. washThe combined organic extracts were washed with brine
  6. dry with materialdried over MgSO4
  7. filtrationfiltered

Sources & evidence

ORD record
ord-48f00072058e4ef0b5f217e69acf7062
Source dataset
uspto-grants-2011_11
Patent number
US08063105B2

Reaction notes

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