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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 46291Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/46291

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktSodium HydroxideHCID 14798—
Edukt5-Amino-1,2,4-thiadiazoleHCID 290274—
Edukt3-Cyano-4-fluorobenzenesulfonyl chlorideHCID 2778908—
LösungsmittelWaterHCID 962—
Produkt3-cyano-4-fluoro-N-(1,2,4-thiadiazol-5-yl)benzenesulfonamideHCID 58042302—

Reaktionsschritte

Sodium hydroxide (5.08 g, 0.127 mol) was dissolved in water (60 mL) and 1,4-1,4-dioxane (300 mL). 1,2,4-Thiadiazol-5-amine (10 g, 0.1 mol) was added and the reaction stirred for 5 minutes. 3-Cyano-4-fluorobenzene-1-sulfonyl chloride (8.25 g, 0.0376 mol) was added and the reaction was allowed to stir for 3 hours at 20° C. After this time, the reaction was poured into 150 mL of 1N HCl. This solution was extracted with ethyl acetate (3×50 mL). The combined organics were dried over sodium sulfate, filtered and concentrated to give the title compound as a brown solid. LCMS Rt=1.22 minutes MS m/z 283 [MH]+1H NMR (d6-DMSO) δ 8.54 (s, 1H), 8.39 (dd, 1H), 8.19 (m, 1H), 7.71 (m, 1H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08541588B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-68e8e1545797488bab85a027743f56dc
Quellennotizuspto-grants-2013_09