Hydrochloric Acid → N-(5-chloro-1,3-thiazol-2-yl)-3-cyano-4-(4-fluoro-2-iodophenoxy)benzenesulfonamide

HRID 46314Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 46314
[Cl:1][C:2]1[S:6][C:5]([NH:7][S:8]([C:11]2[CH:16]=[CH:15][C:14](F)=[C:13]([C:18]#[N:19])[CH:12]=2)(=[O:10])=[O:9])=[N:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[F:26][C:27]1[CH:32]=[CH:31][C:30]([OH:33])=[C:29]([I:34])[CH:28]=1.Cl>CN(C)C=O>[Cl:1][C:2]1[S:6][C:5]([NH:7][S:8]([C:11]2[CH:16]=[CH:15][C:14]([O:33][C:30]3[CH:31]=[CH:32][C:27]([F:26])=[CH:28][C:29]=3[I:34])=[C:13]([C:18]#[N:19])[CH:12]=2)(=[O:10])=[O:9])=[N:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 101714174-Fluoro-2-iodophenolHCID 59436522N-(5-chloro-thiazol-2-yl)-3-cyano-4-fluorobenzenesulfonamide

Produkt 1

HCID 59436633N-(5-chloro-1,3-thiazol-2-yl)-3-cyano-4-(4-fluoro-2-iodophenoxy)benzenesulfonamideAusbeute 59 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a solution of N-(5-Chloro-1,3-thiazol-2-yl)-3-cyano-4-fluorobenzenesulfonamide (Preparation 52, 100 mg, 0.32 mmol) and potassium carbonate (109 mg, 0.8 mmol) in dimethylformamide (3 ml) was added 4-fluoro-2-iodophenol (Preparation 218, 0.32 mmol) and the reaction heated at 80° C. for 24 hours. The solution was added dropwise into rapidly stirring hydrochloric acid (2M aqueous solution). The fine dark precipitate was filtered and dried in vacuo to afford the title product as a brown solid, 100 mg, 59% yield.

Aufarbeitung

  1. filtrationThe fine dark precipitate was filtered
  2. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-69f75e533d9a46c688a2f550dc3510e0
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08541588B2

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