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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 598913Erstellt: 24. Oktober 2026

2-Aminothiazole → 2-[([[(2-Phenoxyanilino)sulfonyl]amino]carbonyl)amino]thiazole

https://huagongshe.com/de/reaction/598913

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-AminothiazoleHCID 2155—
EduktChlorosulfonyl isocyanateHCID 70918—
EduktBenzenamine, 2-phenoxy-HCID 75899—
EduktDiisopropylethylamineHCID 81531—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-[([[(2-Phenoxyanilino)sulfonyl]amino]carbonyl)amino]thiazoleHCID 5973284566,6%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

To a solution of chlorosulfonyl isocyanate (0.22 ml, 2.5 mmol) in tetrahydrofuran (25 ml) were added 2-phenoxyaniline (0.37 g, 2.0 mmol) and DIEA (0.89 ml, 5.0 mmol) at −78° C. The solution was stirred and slowly allowed to warmed up to 0° C. To this reaction mixture, was added 2-amino thiazole (0.20 g, 2.0 mmol) and continued stirring at room temperature for 3 h. The reaction mixture was concentrated under reduced pressure and the crude product was purified by column chromatography (ethylacetate:hexanes, from 50:50 to 90:10 as eluent system) to afford the title compound (0.52 g, 66%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07897628B2
Quelldatensatzuspto-grants-2011_03
ORD IDord-a88826546f7f44079a87de659a2038dc
Quellennotizuspto-grants-2011_03