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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1670449Erstellt: 24. Oktober 2026

2-Aminothiazole → 4-Iodo-N-(thiazol-2-yl)benzenesulfonamide

https://huagongshe.com/reaction/1670449

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-AminothiazoleHCID 2155—
Edukt4-Iodobenzenesulfonyl chlorideHCID 7399—
Edukt1,2,4-Thiadiazol-5-amine--hydrogen chloride (1/1)HCID 22014543—
LösungsmittelPyridineHCID 1049—
Produkt4-Iodo-N-(thiazol-2-yl)benzenesulfonamideHCID 101931838%

Reaktionsschritte

To a stirring solution of 2-aminothiazole (13.2 g, 132.2 mmol) and pyridine (20 mL) under N2, at 0° C., was added pipsyl chloride (20.0 g, 55.1 mmol). The mixture was stirred at ambient temperature for 17 hours. CH2Cl2/MeOH-2/1 (100 mL) was added. The mixture was filtered and the filtrate was purified via silica gel chromatography using 5% MeOH in CH2Cl2. The solid was triturated with CH2Cl2 to obtain the desired sulfonamide as a white solid (8.4 g, 20.9 mmol, 38% yield). 1H NMR (400 MHz, DMSO-d6) δ 12.83 (s, 1H), 7.94-7.90 (m, 2H), 7.57-7.54 (m, 2H), 7.26 (d, J=4.6 Hz, 1H), 6.86 (d, J=4.6 Hz, 1H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07994166B2
Quelldatensatzuspto-grants-2011_08
ORD IDord-4ec91680e93945b08b9917e276c244a6
Quellennotizuspto-grants-2011_08