Sulfuryl chloride → 5-Bromo-2-chloro-1,3-benzothiazole

Reaktionsgleichung

S(Cl)([Cl:4])(=O)=O.[Br:6][C:7]1[CH:8]=[CH:9][C:10]2[S:14][C:13](S)=[N:12][C:11]=2[CH:16]=1>>[Br:6][C:7]1[CH:8]=[CH:9][C:10]2[S:14][C:13]([Cl:4])=[N:12][C:11]=2[CH:16]=1

Komponenten

Edukt 2

HCID 24648Sulfuryl chloride

HCID 178527757HCID 178527757, Verbindung

Produkt 1

HCID 202512695-Bromo-2-chloro-1,3-benzothiazoleAusbeute 100 %

Versuchsvorschrift

To sulfuryl dichloride (5 mL) was added 5-bromobenzo[d]thiazole-2-thiol (450 mg, 1.8 mmol) portionwise. The mixture was stirred at rt for 1 hour and heated at 50° C. for 15 min. After cooling to rt, the reaction mixture was slowly poured onto ice (50 g) and the resulting suspension was stirred for 30 min. Solid was collected through filtration and washed with water (10 mL) and dried under high vacuum to afford 5-bromo-2-chlorobenzo[d]thiazole as a pink solid (470 mg, 100%). MS (ESI) m/z 248 (M+H+).

Aufarbeitung

temperatureheated at 50° C. for 15 min
temperatureAfter cooling to rt
additionthe reaction mixture was slowly poured onto ice (50 g)
stirringthe resulting suspension was stirred for 30 min
filtrationSolid was collected through filtration
washwashed with water (10 mL)
customdried under high vacuum

Quellen und Nachweise

ORD-Eintrag: ord-28443ae781844559a83c7081fbfc3abf
Quelldatensatz: uspto-grants-2013_04
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08420052B2

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