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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 11426Erstellt: 24. Oktober 2026

(1-Benzothiophen-3-yl)boronic acid → (Aminocarbonyl)amino-5-(1-benzothien-3-yl)thiophene-2-carboxamide

https://huagongshe.com/de/reaction/11426

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt(1-Benzothiophen-3-yl)boronic acidHCID 2776344—
Edukt5-Bromo-3-ureidothiophene-2-carboxamideHCID 21975855—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produkt(Aminocarbonyl)amino-5-(1-benzothien-3-yl)thiophene-2-carboxamideHCID 9836627—

Reaktionsschritte

3-[(Aminocarbonyl)amino-5-bromothiophene-2-carboxamide (0.222 g) and 1-benzothien-3-ylboronic acid (0.449 g) were sonicated in 1,2-dimethoxyethane (15 ml) and saturated aqueous sodium hydrogen carbonate solution (3.5 ml) and purged with argon. Tetrakis(triphenylphosphine)-palladium (95 mg) was added and the mixture was heated at reflux with stirring for 4.5 h, then allowed to cool and stirred at room temperature overnight. The solution was filtered and washed through with 1,2-dimethoxyethane and water. The filtrate was concentrated in vacuo and taken up in dichloromethane (20 ml) and saturated aqueous sodium hydrogen carbonate solution (20 ml). The solid product was collected by filtration, washed with dichloromethane, water, diethyl ether and dried (226 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07098240B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-798a65328c5e4ea19223cb360c86736d
Quellennotizuspto-grants-2006_08