Methanol → HCID 14303597, compound

HRID 2350971Notes

Reaction equation

HRID 2350971 reaction equation
[OH:1]OS([O-])=O.[K+].CO.[CH3:9][S:10]([C:12]1[CH:13]=[C:14]([N:18]2[C:23]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[CH:22][C:21](=[O:30])[C:20]([CH3:31])=[C:19]2[C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH:15]=[CH:16][CH:17]=1)=[O:11]>O>[CH3:9][S:10]([C:12]1[CH:13]=[C:14]([N:18]2[C:23]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[CH:22][C:21](=[O:30])[C:20]([CH3:31])=[C:19]2[C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH:15]=[CH:16][CH:17]=1)(=[O:1])=[O:11]

Participants

5

Reactant 3

HCID 887MethanolHCID 14500010HCID 14500010, compoundHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 14303597HCID 14303597, compoundYield 74.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

In 5 ml of water was dissolved 1.2 g (0.0019 mole) of Oxone. The resulting solution was then added dropwise to 5 ml of a methanol solution of 0.5 g (0.0013 mole) of 1-(3-methanesulfinylphenyl)-3-methyl-2,6-diphenyl-4(1H)-pyridinone. After stirring the reaction mixture for 2 hours, it was poured into water, followed by extraction with chloroform. The organic layer was washed with water and was thereafter dried over anhydrous sodium sulfate. The solvent was distilled off and the residue was crystallized form a 2:1 mixed solvent of acetone and hexane, affording 0.4 g of 1-(3-methanesulfonylphenyl)-3-methyl-2,6-diphenyl-4(1H)-pyridinone having a melting point of 246°-248° C.

Workup

  1. extractionfollowed by extraction with chloroform
  2. washThe organic layer was washed with water
  3. dry with materialwas thereafter dried over anhydrous sodium sulfate
  4. distillationThe solvent was distilled off
  5. customthe residue was crystallized form a 2:1 mixed solvent of acetone and hexane

Sources & evidence

ORD record
ord-0591df32a6124fe9b048ce96e693470d
Source dataset
uspto-grants-1989_10
Patent number
US04871751

Reaction notes

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