Sodium methanesulfinate → HCID 12807841, compound

HRID 543699Notes

Reaction equation

HRID 543699 reaction equation
C(O[CH2:5][C:6]1[C:15](=[O:16])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]([CH3:17])[CH:7]=1)(=O)C.[CH3:18][S:19]([O-:21])=[O:20].[Na+]>CC(C)=O.O>[CH3:17][N:8]1[C:9]2[C:14](=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:15](=[O:16])[C:6]([CH2:5][S:19]([CH3:18])(=[O:21])=[O:20])=[CH:7]1

Participants

5

Reactant 2

HCID 2733271Sodium methanesulfinate2×HCID 12854438HCID 12854438, compound

Product 1

HCID 12807841HCID 12807841, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

To a solution of 3-acetoxymethyl-1-methyl-4-quinolone (0.8 g.) in acetone (15 ml.) was added a solution of sodium methanesulphinate (0.53 g.) in water (10 ml.). The mixture was boiled under reflux for 24 hours. Further sodium methanesulphinate (0.14 g.) was added and the mixture was boiled under reflux for 4 hours. Acetone was evaporated from the mixture, causing the separation of a white solid which was recrystallised from industrial methylated spirit to give 1-methyl-3-methylsulphonylmethyl-4-quinolone, m.p. 195°-197°.

Workup

  1. temperatureunder reflux for 24 hours
  2. temperatureunder reflux for 4 hours
  3. customAcetone was evaporated from the mixture
  4. customthe separation of a white solid which
  5. customwas recrystallised from industrial methylated spirit

Sources & evidence

ORD record
ord-d1e22a9b669844f2a6009400f3fd549c
Source dataset
uspto-grants-1984_05
Patent number
US04447435

Reaction notes

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