Acetic Acid → 6-(5-(Methylsulfonyl)-1,3,4-thiadiazol-2-yl)benzo[d]isothiazole

HRID 2075384Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2075384
[CH3:1][S:2][C:3]1[S:7][C:6]([C:8]2[CH:16]=[CH:15][C:11]3[CH:12]=[N:13][S:14][C:10]=3[CH:9]=2)=[N:5][N:4]=1.OO.CC(O)=[O:21].[OH2:23]>C([O-])(O)=O.[Na+].CCOC(C)=O.[O-][W]([O-])(=O)=O.[Na+].[Na+]>[CH3:1][S:2]([C:3]1[S:7][C:6]([C:8]2[CH:16]=[CH:15][C:11]3[CH:12]=[N:13][S:14][C:10]=3[CH:9]=2)=[N:5][N:4]=1)(=[O:21])=[O:23]

Komponenten

8

Edukt 4

HCID 176Acetic AcidHCID 784Hydrogen PeroxideHCID 962WaterHCID 670892736-(5-(Methylthio)-1,3,4-thiadiazol-2-yl)benzo[d]isothiazole

Produkt 1

HCID 670893666-(5-(Methylsulfonyl)-1,3,4-thiadiazol-2-yl)benzo[d]isothiazole

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 26052Sodium tungstateKatalysatorHCID 8857Ethyl AcetateLösungsmittelHCID 516892Sodium BicarbonateLösungsmittel

Versuchsvorschrift

To a stirred mixture of 6-(5-(methylthio)-1,3,4-thiadiazol-2-yl)benzo[d]isothiazole (0.20 g, 0.75 mmol) and hydrogen peroxide (0.19 mL, 1.9 mmol) in AcOH (2.00 mL, 35 mmol) was added sodium tungstate (0.0026 mL, 0.038 mmol). The resulting mixture was stirred at room temperature 16 hours. The mixture was diluted with aqueous NaHCO3 (10 mL), water (10 mL) and EtOAc (5 mL). The separated aqueous layer was extracted with EtOAc (2×10 mL) and the combined organic layers were washed with brine, dried over Na2SO4, and concentrated to give the product as a residue which was used without further purification.

Aufarbeitung

  1. extractionThe separated aqueous layer was extracted with EtOAc (2×10 mL)
  2. washthe combined organic layers were washed with brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated
  5. customto give the product as a residue which
  6. customwas used without further purification

Quellen und Nachweise

ORD-Eintrag
ord-205c70a747cc403b852b076a86733cd7
Quelldatensatz
uspto-grants-2011_04
Patentnummer
US07919504B2

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