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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2250700Erstellt: 25. Oktober 2026

Pyridine → 5-Methyl-thiophene-2-carboxylic acid (7-bromo-4-methoxybenzothiazol-2-yl)-amide

https://huagongshe.com/reaction/2250700

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPyridineHCID 1049—
Edukt5-Methylthiophene-2-carbonyl chlorideHCID 2760083—
Edukt7-Bromo-4-methoxy-1,3-benzothiazol-2-amineHCID 22283200—
LösungsmittelDichloromethaneHCID 6344—
Produkt5-Methyl-thiophene-2-carboxylic acid (7-bromo-4-methoxybenzothiazol-2-yl)-amideHCID 86584910—

Reaktionsschritte

2-Amino-7-bromo-4-methoxybenzothiazol (2.33 g, 9 mmol) is dissolved in dichloromethane (100 ml) and at 0° C. treated with pyridine (2.2 ml, 27 mmol) and 5-methyl-thiophene-2-carbonyl chloride (2.2 g, 13.5 mmol). The reaction mixture is allowed to warm to room temperature and after stirring for additional 18 h quenched with water (100 ml). After separation of the phases, the aqueous phases are extracted twice with ethyl acetate. The combined organic layers are then washed with brine, dried and avaporated to dryness. Flash chromatography on silica (eluent ethyl acetate/cyclohexane 1:1 to 4:1) and final recrystallization from ethyl acetate affords the product as off-white solid. (34 mg, 69%). MS: m/e=384 (M+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07317007B2
Quelldatensatzuspto-grants-2008_01
ORD IDord-fba67789ff78464ca8329f1fb3615320
Quellennotizuspto-grants-2008_01