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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 339533Erstellt: 23. Oktober 2026

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

https://huagongshe.com/de/reaction/339533

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktThionyl ChlorideHCID 24386—
EduktDiisopropylethylamineHCID 81531—
Edukt4-(6-Methoxy-1,3-benzothiazol-2-yl)anilineHCID 391870—
Edukt4-Iodo-3-nitrobenzoic acidHCID 11208598—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-Iodo-3-nitro-N-[4-(6-methoxybenzothiazol-2-yl)-phenyl]-benzamideHCID 6731320578%

Reaktionsschritte

A mixture of 4-iodo-3-nitrobenzoic acid (0.286 g, 0.976 mmol) and thionyl chloride (5 ml) was heated under reflux for 3 h. The reaction mixture was cooled to room temperature and the excess reagent and solvent was removed under reduced pressure to give the crude acid chloride. The amide was prepared as described in the Amide Coupling section using the crude acid chloride, 2-(4-aminophenyl)-6-methoxybenzothiazole (0.25 g, 0.976 mmol) and Hunig's base (0.151 g, 1.17 mmol) in dry THF (10 ml) to give the title compound (0.403 g, 78%) as a yellow solid after work-up.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08895313B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-84cb27c98a12420a880553ff01b43a91
Quellennotizuspto-grants-2014_11