Isocyanatocarbonyl chloride → 1-[4-(6-chlorobenzothiazol-2-yloxy)phenyl]-3-methyl-1,3,5-triazine-2,4,6-(1H,3H,5H)-trione

HRID 64949

Reaktionsgleichung

Reaktionsgleichung von HRID 64949
Cl[C:2]([N:4]=[C:5]=[O:6])=[O:3].[Cl:7][C:8]1[CH:28]=[CH:27][C:11]2[N:12]=[C:13]([O:15][C:16]3[CH:21]=[CH:20][C:19]([NH:22][C:23]([NH:25][CH3:26])=[O:24])=[CH:18][CH:17]=3)[S:14][C:10]=2[CH:9]=1>O1CCOCC1>[Cl:7][C:8]1[CH:28]=[CH:27][C:11]2[N:12]=[C:13]([O:15][C:16]3[CH:21]=[CH:20][C:19]([N:22]4[C:2](=[O:3])[NH:4][C:5](=[O:6])[N:25]([CH3:26])[C:23]4=[O:24])=[CH:18][CH:17]=3)[S:14][C:10]=2[CH:9]=1

Komponenten

4

Edukt 2

HCID 119708Isocyanatocarbonyl chlorideHCID 13506321N-[4-(6-chlorobenzothiazol-2-yloxy)phenyl]-N'-methylurea

Produkt 1

HCID 135063451-[4-(6-chlorobenzothiazol-2-yloxy)phenyl]-3-methyl-1,3,5-triazine-2,4,6-(1H,3H,5H)-trioneAusbeute 72,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

Chlorocarbonyl isocyanate (0.8 g) was added to a suspension of N-[4-(6-chlorobenzothiazol-2-yloxyl)phenyl]-N'-methylurea (2.4 g) in 1,4-dioxane (50 ml), and the mixture was heated at the boiling point for 5 hours. The mixture was evaporated under reduced pressure and the residue was dissolved in a minimal volume of boiling 1,4-dioxane. After addition of ethanol (50 ml), the clear solution was cooled in a refrigerator. The resulting solid substance was collected by filtration, washed with cold ethanol and dried to give 2.1 g of 1-[4-(6-chlorobenzothiazol-2-yloxy)phenyl]-3-methyl-1,3,5-triazine-2,4,6-(1H,3H,5H)-trione of melting point 270°-271°C.

Aufarbeitung

  1. temperaturethe mixture was heated at the boiling point for 5 hours
  2. customThe mixture was evaporated under reduced pressure
  3. dissolutionthe residue was dissolved in a minimal volume of boiling 1,4-dioxane
  4. additionAfter addition of ethanol (50 ml)
  5. temperaturethe clear solution was cooled in a refrigerator
  6. filtrationThe resulting solid substance was collected by filtration
  7. washwashed with cold ethanol
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-70d1eb7170954004bedf5e789900d550
Quelldatensatz
uspto-grants-1986_09
Patentnummer
US04611060

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