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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 256108Erstellt: 24. Oktober 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → 4,5-Dihydro-2-(2-sulfamoylphenylmethylthio)thiazole

https://huagongshe.com/de/reaction/256108

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Edukt2-(Chloromethyl)benzenesulfonamideHCID 13364627—
EduktHCID 178527880HCID 178527880—
LösungsmittelWaterHCID 962—
LösungsmittelAcetonitrileHCID 6342—
Produkt4,5-Dihydro-2-(2-sulfamoylphenylmethylthio)thiazoleHCID 2004174482,4%

Reaktionsschritte

With cooling, 7.9 g of 97% 1,8-diazabicyclo[5.4.0]undec-7-ene are added to a suspension of 6.2 g of 97% 4,5-dihydro-2-mercaptothiazole in 50 ml of acetonitrile. To the yellow solution so obtained are added 10.3 g of 2-chloromethylbenzenesulfonamide and the reaction mixture is stirred for 1 hour at 20°-25° C. The reaction solution is then diluted with about 1 liter of water. The precipitate is isolated by filtration and dried, affording 11.9 g (76% of theory) of 4,5-dihydro-2-(2-sulfamoylphenylmethylthio)thiazole of m.p. 123°-125° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04701206
Quelldatensatzuspto-grants-1987_10
ORD IDord-6996d0bfeb2d4517aa4a7fd77b10971b
Quellennotizuspto-grants-1987_10