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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2308466Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/2308466

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
PatentnummerUS06835732B2
Quelldatensatzuspto-grants-2004_12
ORD IDord-8b65a03d0e7840c781f37db88e0ef02b
Quellennotizuspto-grants-2004_12