Ethanol → HCID 136502002, compound

HRID 513930Notes

Reaction equation

HRID 513930 reaction equation
[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[C:7]([C:13]([OH:15])=[O:14])[C:8]([CH3:12])=[N:9]2)=[CH:4][CH:3]=1.OS(O)(=O)=O.[CH3:21][CH2:22]O>>[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[C:7]([C:13]([O:15][CH2:21][CH3:22])=[O:14])[C:8]([CH3:12])=[N:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 1362196283-Quinolinecarboxylicacid,7-hydroxy-2-methyl-(6CI)

Product 1

HCID 136502002HCID 136502002, compound

Conditions

Temperature
75 °C

Procedure

7-Hydroxy-2-methylquinoline-3-carboxylic acid (860 mg, 4.24 mmol) was dissolved in EtOH (29 mL) and H2SO4 (0.3 mL) was added. The reaction was heated at 75° C. for 23 h before being concentrated onto silica. Purification (FCC, SiO2, 0-5%, MeOH/DCM) afforded the title compound as a yellow solid sulfate salt (1.128 g, 81%).

Workup

  1. concentrationbefore being concentrated onto silica
  2. customPurification (FCC, SiO2, 0-5%, MeOH/DCM)

Sources & evidence

ORD record
ord-716d9be2f2f744e19f4a760850c05b67
Source dataset
uspto-grants-2015_08
Patent number
US09102674B2

Reaction notes

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