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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 339528Generated: October 27, 2026

Thionyl Chloride → 4-(4,4,4-Trifluorobutoxy)-N-[4-(6-methoxybenzothiazol-2-yl)-phenyl]-benzamide

https://huagongshe.com/reaction/339528

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant4-(6-Methoxy-1,3-benzothiazol-2-yl)anilineHCID 391870—
Reactant4-(4,4,4-Trifluorobutoxy)benzoic acidHCID 22361401—
SolventPyridineHCID 1049—
SolventChloroformHCID 6212—
Product4-(4,4,4-Trifluorobutoxy)-N-[4-(6-methoxybenzothiazol-2-yl)-phenyl]-benzamideHCID 6731252887.5%

Reaction Steps

A mixture of 4-(4,4,4-trifluorobutoxy)benzoic acid (0.20 g, 0.806 mmol) and thionyl chloride (0.42 g, 3.54 mmol) in chloroform (5 ml) was heated under reflux for 8 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 and 2-(4-aminophenyl)-6-methoxybenzothiazole (0.206 g, 0.806 mmol) in dry pyridine (10 ml) to give the title compound (0.343 g, 87%) as a colourless solid after work-up.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08895313B2
Source datasetuspto-grants-2014_11
ORD IDord-d06e25573834415e9dabda2a1e5b6968
Source noteuspto-grants-2014_11