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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 252240Erstellt: 24. Oktober 2026

Pyridine → 4-bromo-N-[(5-bromo-1,3-thiazol-2-yl)carbamoyl]-5-chlorothiophene-2-sulfonamide

https://huagongshe.com/de/reaction/252240

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPyridineHCID 1049—
EduktSodium CyanateHCID 517096—
Edukt5-Bromothiazol-2-amine monohydrobromideHCID 2723848—
Edukt4-Bromo-5-chlorothiophene-2-sulfonyl chlorideHCID 2797220—
KatalysatorAcetic AcidHCID 176—
LösungsmittelWaterHCID 962—
LösungsmittelAcetonitrileHCID 6342—
Produkt4-bromo-N-[(5-bromo-1,3-thiazol-2-yl)carbamoyl]-5-chlorothiophene-2-sulfonamideHCID 24752361—

Reaktionsschritte

4-Bromo-5-chloro-thiophene-2-sulfonyl chloride (0.44 g, 1.50 mmol) and pyridine (0.27 ml, 3.40 mmol) were added to a stirred suspension of sodium cyanate (0.14 g, 2.20 mmol) in dry acetonitrile (1 ml) and the mixture stirred at room temperature for 4 hours. 5-Bromo-thiazol-2-ylamine hydrobromide (0.26 g, 1.00 mmol) was added and the reaction stirred for 30 minutes. Water (2 ml) and acetic acid (3 drops) were added. The resulting precipitate was filtered and the solid washed with water, cold methanol and diethyl ether. The solid was dried under reduced pressure to give 4-bromo-N-[(5-bromo-1,3-thiazol-2-yl)carbamoyl]-5-chlorothiophene-2-sulfonamide, 0.29 g (60%), m/e 477.8 (MH−).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07868030B2
Quelldatensatzuspto-grants-2011_01
ORD IDord-b7e58246bbc2468bb2c288d11cb2e1de
Quellennotizuspto-grants-2011_01