Methanol → HCID 53778013, compound

HRID 619116Notes

Reaction equation

HRID 619116 reaction equation
S(Cl)(Cl)=O.[F:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[N:12]([CH3:16])[C:11](=[O:17])[CH:10]=[C:9]2[CH2:18][C:19]([OH:21])=[O:20].[CH3:22]O>ClCCl>[F:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[N:12]([CH3:16])[C:11](=[O:17])[CH:10]=[C:9]2[CH2:18][C:19]([O:21][CH3:22])=[O:20]

Participants

5

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 21846068HCID 21846068, compound

Product 1

HCID 53778013HCID 53778013, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

16 ml (219 mmol) of thionyl chloride are added dropwise over approximately 30 minutes to a stirred suspension of 11.37 g (49.38 mmol) of a mixture of 6-fluoro-1-methyl-2-oxo-1,2-dihydro-4-quinolineacetic acid in 120 ml of methanol. The mixture is stirred overnight (13 hours) at room temperature and the solvent is driven off under vacuum. The residue is dissolved in 400 ml of dichloromethane, and then washed with saturated aqueous sodium bicarbonate solution and then with water. After drying over sodium sulphate, filtration and concentration of the filtrate, 9.6 g of the expected product are obtained.

Workup

  1. washwashed with saturated aqueous sodium bicarbonate solution
  2. dry with materialAfter drying over sodium sulphate, filtration and concentration of the filtrate, 9.6 g of the expected product
  3. customare obtained

Sources & evidence

ORD record
ord-9874365a4e4843b78735148271a1ec49
Source dataset
uspto-grants-1999_09
Patent number
US05958924

Reaction notes

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