Hydrogen Peroxide → 3-(1-Methyl-1,2,3,4-tetrazol-5-yl)sulfinylpropyl 2-pyridyl sulfoxide

HRID 1758333Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1758333
[CH3:1][N:2]1[C:6]([S:7][CH2:8][CH2:9][CH2:10][S:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)=[N:5][N:4]=[N:3]1.OO.S([O-])(O)=[O:21].[Na+].C(OO)=O.[OH2:29]>C(O)=O>[N:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[S:11]([CH2:10][CH2:9][CH2:8][S:7]([C:6]1[N:2]([CH3:1])[N:3]=[N:4][N:5]=1)=[O:21])=[O:29]

Komponenten

7

Edukt 5

HCID 784Hydrogen PeroxideHCID 962WaterHCID 66051Performic AcidHCID 13061937HCID 13061937, VerbindungHCID 23665763Sodium Bisulfite

Produkt 1

HCID 130619833-(1-Methyl-1,2,3,4-tetrazol-5-yl)sulfinylpropyl 2-pyridyl sulfoxide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 284Formic AcidLösungsmittel

Versuchsvorschrift

1-Methyl-5-[3-(2-pyridyl)thiopropyl]thio-1,2,3,4-tetrazole (2.2 g) is dissolved in formic acid (20 ml), and thereto is added with stirring 30% hydrogen peroxide (2.2 g) at room temperature. The mixture is stirred at room temperature for 5 hours, and thereto is added sodium hydrogensulfite under ice-cooling in order to decompose excess amount of performic acid. Water is added to the mixture and the mixture is extracted with chloroform. The 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 [Kieselgel 60, eluting agent, chloroform-methanol (50:1)] to give 3-(1-methyl-1,2,3,4-tetrazol-5-yl)sulfinylpropyl 2-pyridyl sulfoxide (0.5 g) as colorless liquid, nD28.5 =1.5795

Aufarbeitung

  1. additionis added
  2. temperaturecooling in order
  3. extractionthe mixture is extracted with chloroform
  4. washThe chloroform 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 [Kieselgel 60, eluting agent, chloroform-methanol (50:1)]

Quellen und Nachweise

ORD-Eintrag
ord-bcd70a9f1ee143188c16d905b8f5ac1f
Quelldatensatz
uspto-grants-1983_02
Patentnummer
US04372953

Notizen zur Reaktion

Wird geladen…