Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2172832Erstellt: 25. Oktober 2026

Hydrochloric Acid → 4-((4-Oxo-2-thioxothiazolidin-3-yl)methyl)benzenesulfonamide

https://huagongshe.com/reaction/2172832

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktMafenide HydrochlorideHCID 67313—
Edukt1,1'-CarbonyldiimidazoleHCID 68263—
Edukt3,5-Dithia-4-thioxo-1,7-heptanedioic acidHCID 80618—
EduktDiisopropylethylamineHCID 81531—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-((4-Oxo-2-thioxothiazolidin-3-yl)methyl)benzenesulfonamideHCID 3367935970,7%

Reaktionsschritte

To a solution of bis(carboxymethyl)trithiocarbonate (200 mg) in tetrahydrofuran (10 ml) was added carbonyldiimidazole (291 mg), and the mixture was stirred at room temperature. After 2 hr, to the reaction mixture were added homosulfamine hydrochloride (200 mg) and N,N-diisopropylethylamine (155 mg), and the mixture was stirred overnight at 70° C. 2N Hydrochloric acid (10 ml) was added thereto under ice cooling, the mixture was extracted twice with ethyl acetate (40 ml), and the extract was dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=2:1) to give 3-(4-sulfamoylbenzyl)-2-thioxothiazolidin-4-one (189 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09056862B2
Quelldatensatzuspto-grants-2015_06
ORD IDord-67e3bd37cd1e4a92ac033706125b7538
Quellennotizuspto-grants-2015_06