4-Methyl-6-[4-(2-pyridyl-mercapto)-butoxy]-carbostyril → 4-Methyl-6-[4-(2-pyridyl-sulfinyl)-butoxy]-carbostyril

HRID 1065460Notes

Reaction equation

HRID 1065460 reaction equation
[CH3:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([O:12][CH2:13][CH2:14][CH2:15][CH2:16][S:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=3)[CH:10]=2)[NH:5][C:4](=[O:24])[CH:3]=1.I([O-])(=O)(=O)=[O:26].[Na+]>C(O)(=O)C.O>[CH3:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([O:12][CH2:13][CH2:14][CH2:15][CH2:16][S:17]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=3)=[O:26])[CH:10]=2)[NH:5][C:4](=[O:24])[CH:3]=1

Participants

5

Reactant 2

HCID 205400204-Methyl-6-[4-(2-pyridyl-mercapto)-butoxy]-carbostyrilHCID 23667635Sodium periodate

Product 1

HCID 205399674-Methyl-6-[4-(2-pyridyl-sulfinyl)-butoxy]-carbostyril

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent2×

Procedure

A solution of 0.170 gm (0.0005 mol) of 4-methyl-6-[4-(2-pyridyl-mercapto)-butoxy]-carbostyril in 5 ml of glacial acetic acid and a solution of 0.107 gm (0.0005 mol) of sodium metaperiodate in 6 ml of water were admixed and allowed to stand at room temperature for 22 hours. Subsequently, the light brown reaction solution was diluted with 20 ml of water, and the reaction product was extracted with chloroform. The extract was shaken once with an aqeuous sodium carbonate solution and dried over anhydrous magnesium sulfate. After evaporating the organic phase, the residue was recrystallized from toluene.

Workup

  1. extractionthe reaction product was extracted with chloroform
  2. dry with materialdried over anhydrous magnesium sulfate
  3. customAfter evaporating the organic phase
  4. customthe residue was recrystallized from toluene

Sources & evidence

ORD record
ord-f7e2ac5b491140aba684405997cd2d53
Source dataset
uspto-grants-1982_05
Patent number
US04329347

Reaction notes

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