Acetone → 2-(2-Methylsulfinylphenyl)oxazolo[4,5-b]pyridine

HRID 66357Notes

Reaction equation

HRID 66357 reaction equation
[CH3:1][S:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[O:10][C:11]2[C:12]([N:17]=1)=[N:13][CH:14]=[CH:15][CH:16]=2.CC(C)=[O:20].I([O-])(=O)(=O)=O.[Na+]>O>[CH3:1][S:2]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[O:10][C:11]2[C:12]([N:17]=1)=[N:13][CH:14]=[CH:15][CH:16]=2)=[O:20]

Participants

5

Reactant 3

HCID 180AcetoneHCID 124613832-(2-(Methylthio)phenyl)oxazolo[4,5-b]pyridineHCID 23667635Sodium periodate

Product 1

HCID 227547742-(2-Methylsulfinylphenyl)oxazolo[4,5-b]pyridine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 0.5 g. of 2-(2-methylthiophenyl)oxazolo[4,5-b]pyridine in 50 ml. of acetone was treated with 3 g. of sodium metaperiodate. After stirring over the weekend at room temperature, the mixture was diluted with 30 ml. of water. The acetone was distilled out and the resulting precipitate was recrystallized to give 2-(2-methylsulfinylphenyl)oxazolo[4,5-b]pyridine, m.p. 153.5°-155.5° C.

Workup

  1. additionthe mixture was diluted with 30 ml
  2. distillationThe acetone was distilled out
  3. customthe resulting precipitate was recrystallized

Sources & evidence

ORD record
ord-548d223cad3b4458973ef2116fdf6cae
Source dataset
uspto-grants-1978_12
Patent number
US04131677

Reaction notes

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