Sodium Hydroxide → 2-Amino-1,3-benzothiazol-6-yl 2,6-difluorobenzenesulfonate

HRID 1639565

Reaktionsgleichung

Reaktionsgleichung von HRID 1639565
[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([OH:11])[CH:8]=[CH:7][C:5]=2[N:6]=1.[OH-].[Na+].[F:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([F:21])[C:16]=1[S:22](Cl)(=[O:24])=[O:23]>O>[F:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([F:21])[C:16]=1[S:22]([O:11][C:9]1[CH:8]=[CH:7][C:5]2[N:6]=[C:2]([NH2:1])[S:3][C:4]=2[CH:10]=1)(=[O:24])=[O:23]

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 334622-Amino-6-benzothiazololHCID 27342712,6-Difluorobenzenesulfonyl chloride

Produkt 1

HCID 866222962-Amino-1,3-benzothiazol-6-yl 2,6-difluorobenzenesulfonateAusbeute 102 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

To a solution of 1 g of 2-amino-1,3-benzothiazol-6-ol in 66 cm3 of aqueous 0.1N sodium hydroxide solution are added 1.279 g of 2,6-difluorobenzenesulfonyl chloride. The solution is stirred for 5 days at a temperature in the region of 20° C. After addition of 10 cm3 of water, the precipitate is filtered off by suction and then washed with twice 3 cm3 of ice-cold water and dried under reduced pressure over phosphorus pentoxide. 2.1 g of 2-amino-1,3-benzothiazol-6-yl 2,6-difluorobenzenesulfonate are obtained in the form of a pink powder, the characteristics of which are as follows:

Aufarbeitung

  1. filtrationthe precipitate is filtered off by suction
  2. washwashed with twice 3 cm3 of ice-cold water
  3. dry with materialdried under reduced pressure over phosphorus pentoxide

Quellen und Nachweise

ORD-Eintrag
ord-f5e4de6f6b1648878cd3bb49f2d8f4b2
Quelldatensatz
uspto-grants-2012_02
Patentnummer
US08110571B2

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