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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 339519Erstellt: 25. Oktober 2026

Thionyl Chloride → 4-Acetoxy-3-nitro-N-[4-(6-methoxybenzothiazol-2-yl)-phenyl]-benzamide

https://huagongshe.com/reaction/339519

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktThionyl ChlorideHCID 24386—
EduktDiisopropylethylamineHCID 81531—
Edukt4-(6-Methoxy-1,3-benzothiazol-2-yl)anilineHCID 391870—
Edukt4-(Acetyloxy)-3-nitrobenzoic acidHCID 14057307—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-Acetoxy-3-nitro-N-[4-(6-methoxybenzothiazol-2-yl)-phenyl]-benzamideHCID 6731171586%

Reaktionsschritte

A mixture of 4-acetoxy-3-nitrobenzoic acid (0.44 g, 1.95 mmol) and thionyl chloride (5 ml) was heated under reflux for 1.5 h. The reaction mixture was cooled to room temperature and excess reagent was removed under reduced pressure to give the crude acid chloride. The amide was prepared as described in the Amide Coupling section above using the acid chloride and 2-(4-aminophenyl)-6-methoxybenzothiazole (0.50 g, 1.95 mmol) in dry THF (25 ml) containing diisopropylethylamine (0.302 g, 2.34 mmol) to give the title compound (0.728 g, 86%) as a tan-coloured solid after work-up.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08895313B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-aceaf32f8a304220a6ff16ffaa0ed645
Quellennotizuspto-grants-2014_11