Ammonia → HCID 14601662, Verbindung

HRID 1638290Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1638290
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8](=[O:10])[N:7]([CH2:11][C:12]([N:14]3[CH2:19][CH2:18][CH:17]([OH:20])[CH2:16][CH2:15]3)=[O:13])[C:6]=2[CH:21]=1.[C:22](Cl)(Cl)=[O:23].[NH3:26]>O1CCOCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8](=[O:10])[N:7]([CH2:11][C:12]([N:14]3[CH2:15][CH2:16][CH:17]([O:20][C:22](=[O:23])[NH2:26])[CH2:18][CH2:19]3)=[O:13])[C:6]=2[CH:21]=1

Komponenten

5

Edukt 3

HCID 222AmmoniaHCID 6371PhosgeneHCID 3082453Hpr 611

Produkt 1

HCID 14601662HCID 14601662, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel2×

Versuchsvorschrift

A solution of 5-chloro-3-(4-hydroxypiperidinocarbonylmethyl)benzothiazolin-2-one (3.2 g) in dry dioxane (70 ml) was gradually dropped in a phosgene solution in dry dioxane (10 ml), under cooling. The mixture was left for two hours at room temperature. After cooling, to the mixture was gradually dropwise added 28% aqueous ammonia (5 ml) and the resultant was stirred for two hours at room temperature. Dioxane was evaporated off under vacuum from the reaction mixture. The residue was washed with water and then recrystallized from a mixture of dioxane and ethanol to yield the title compound as colorless crystals (2.8 g). m.p. 210°-212° C.

Aufarbeitung

  1. temperatureunder cooling
  2. temperatureAfter cooling, to the mixture
  3. customDioxane was evaporated off under vacuum from the reaction mixture
  4. washThe residue was washed with water
  5. customrecrystallized from a mixture of dioxane and ethanol

Quellen und Nachweise

ORD-Eintrag
ord-2ca16ae4225a4719995a1777bf5e5d9b
Quelldatensatz
uspto-grants-1989_11
Patentnummer
US04879301

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