Hydrogen Peroxide → HCID 13142195, compound

HRID 1758337Notes

Reaction equation

HRID 1758337 reaction equation
[CH3:1][N:2]1[C:6]([S:7][CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)=[N:5][N:4]=[N:3]1.OO.S([O-])(O)=[O:18].[Na+].C(OO)=O>C(O)=O.O>[N:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1[CH2:8][S:7]([C:6]1[N:2]([CH3:1])[N:3]=[N:4][N:5]=1)=[O:18]

Participants

7

Reactant 4

HCID 784Hydrogen PeroxideHCID 66051Performic AcidHCID 131384391-Methyl-5-(2-pyridyl)methylthio-1,2,3,4-tetrazoleHCID 23665763Sodium Bisulfite

Product 1

HCID 13142195HCID 13142195, compound

Reagents, catalysts & solvents 2

HCID 284Formic AcidSolventHCID 962WaterSolvent

Procedure

1-Methyl-5-(2-pyridyl)methylthio-1,2,3,4-tetrazole (2.0 g) is dissolved in formic acid (20 ml), and thereto is added with stirring 30% hydrogen peroxide (1.3 g) at room temperature, and the mixture is stirred for 5 hours. Sodium hydrogensulfite is added to the mixture under ice-cooling in order to decompose excess performic acid. Water is added to the mixture and it is extracted with chloroform. Chloroform solution is washed with water and saturated aqueous sodium bicarbonate and dried over magnesium sulfate. After chloroform is distilled off, the residue is purified by column chromatography [Wakogel C-200, eluting agent, chloroform-methanol (50:1)] to give 1-methyl-1,2,3,4-tetrazol-5-yl 2-pyridylmethyl sulfoxide as brown liquid, nD26.5 =1.5810.

Workup

  1. additionis added
  2. temperaturecooling in order
  3. extractionis extracted with chloroform
  4. washChloroform solution is washed with water and saturated aqueous sodium bicarbonate
  5. dry with materialdried over magnesium sulfate
  6. distillationAfter chloroform is distilled off
  7. customthe residue is purified by column chromatography [Wakogel C-200, eluting agent, chloroform-methanol (50:1)]

Sources & evidence

ORD record
ord-3ca0eadb84a44554a33cb3890936c887
Source dataset
uspto-grants-1983_02
Patent number
US04372953

Reaction notes

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