Water → 2-Cyclohexyl-5-methoxy-2H-1,2,4,6-thiatriazin-3-one-1,1-dioxide

HRID 246838

Reaktionsgleichung

Reaktionsgleichung von HRID 246838
C([N:5]([S:10](=[O:19])(=[O:18])[NH:11][CH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1)[C:6](=[NH:9])[O:7][CH3:8])(OC)=O.[H-].[Na+].O.C1C[O:26][CH2:25]C1>>[CH:12]1([N:11]2[C:25](=[O:26])[NH:9][C:6]([O:7][CH3:8])=[N:5][S:10]2(=[O:18])=[O:19])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]1

Komponenten

5

Edukt 4

HCID 962WaterHCID 8028Tetrahydrofuran2×HCID 24758Sodium hydrideHCID 21269103N-Carbomethoxy-N-cyclohexylsulfamyl-O-methylisourea

Produkt 1

HCID 130177642-Cyclohexyl-5-methoxy-2H-1,2,4,6-thiatriazin-3-one-1,1-dioxide

Versuchsvorschrift

A solution of the isourea from Step 1. above (208.9 g) in anhydrous THF (500 ml) is added dropwise to a stirred suspension of 60% sodium hydride dispersion (57.0 g) in anhydrous THF (750 ml) and the reaction mixture is refluxed for 2 hours. Distilled water (450 ml) is added dropwise to the stirred mixture which is washed with diethyl ether. 20% sulfuric acid (400 ml) is added slowly to the stirred reaction mixture, which is extracted with methylene chloride, dried, filtered, and the filtrate evaporated and dried under high vacuum yielding the desired product as a crude solid which is used in the next step without further purification.

Aufarbeitung

  1. temperaturethe reaction mixture is refluxed for 2 hours
  2. washis washed with diethyl ether
  3. addition20% sulfuric acid (400 ml) is added slowly to the stirred reaction mixture, which
  4. extractionis extracted with methylene chloride
  5. customdried
  6. filtrationfiltered
  7. customthe filtrate evaporated
  8. customdried under high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-952999eb7ff04ae597e82dbb5cfa7816
Quelldatensatz
uspto-grants-1987_11
Patentnummer
US04704388

Verknüpfte Notizen

Wird geladen…