Acetic Acid → 2-hexanesulfonyl-7-methyl-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one

HRID 1252093Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1252093
[CH2:1]([S:7][C:8]1[S:18][C:11]2=[N:12][C:13]([CH3:17])=[CH:14][C:15](=[O:16])[N:10]2[N:9]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].OO.C(O)(=[O:23])C.[OH2:25]>>[CH2:1]([S:7]([C:8]1[S:18][C:11]2=[N:12][C:13]([CH3:17])=[CH:14][C:15](=[O:16])[N:10]2[N:9]=1)(=[O:23])=[O:25])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Komponenten

5

Edukt 4

HCID 176Acetic AcidHCID 784Hydrogen PeroxideHCID 962WaterHCID 141007692-hexylthio-7-methyl-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one

Produkt 1

HCID 141007702-hexanesulfonyl-7-methyl-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-oneAusbeute 45 %

Versuchsvorschrift

A mixture of 6.1 g of 2-hexylthio-7-methyl-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one, 9.1 g of a 30% hydrogen peroxide solution and 14 ml of acetic acid was heated to 65°-75° C. and stirred for 2 hours and 15 minutes. After cooling, water was added to the mixture and the resulting mixture was extracted with chloroform. The organic layer was washed with a sodium thiosulfate and water respectively, and dried over anhydrous sodium sulfate anhydrate. The solvent was distilled off. The residue was recrystallized from ethanol and thus 3.2 g of 2-hexanesulfonyl-7-methyl-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one was obtained. m.p. 111°-115° C. Yield 45%.

Aufarbeitung

  1. temperaturewas heated to 65°-75° C.
  2. temperatureAfter cooling
  3. extractionthe resulting mixture was extracted with chloroform
  4. washThe organic layer was washed with a sodium thiosulfate and water respectively
  5. dry with materialdried over anhydrous sodium sulfate anhydrate
  6. distillationThe solvent was distilled off
  7. customThe residue was recrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-3a3efd2b85fc44b6ab0d6d5bdc9572e7
Quelldatensatz
uspto-grants-1988_05
Patentnummer
US04742063

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