Sodium methanesulfinate → HCID 12807841, compound

HRID 325651Notes

Reaction equation

HRID 325651 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-19e7c79b6283405b8b77541ca9320e4c
Source dataset
uspto-grants-1984_04
Patent number
US04442109

Reaction notes

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