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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 339527Generated: October 27, 2026

Thionyl Chloride → 4-(3,3,3-Trifluoropropoxy)-n-[4-(6-methoxybenzothiazol-2-yl)-phenyl]-benzamide

https://huagongshe.com/reaction/339527

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant4-(6-Methoxy-1,3-benzothiazol-2-yl)anilineHCID 391870—
Reactant4-(3,3,3-Trifluoropropoxy)benzoic acidHCID 58111655—
SolventPyridineHCID 1049—
SolventChloroformHCID 6212—
Product4-(3,3,3-Trifluoropropoxy)-n-[4-(6-methoxybenzothiazol-2-yl)-phenyl]-benzamideHCID 6723870390%

Reaction Steps

A mixture of 4-(3,3,3-trifluoropropoxy)benzoic acid (0.32 g, 1.39 mmol) and thionyl chloride (0.33 g, 2.78 mmol) in chloroform (5 ml) was heated under reflux for 5 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 (0.36 g, 1.39 mmol) in dry pyridine (10 ml) to give the title compound (0.59 g, 90%) as a pale yellow solid after work-up.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08895313B2
Source datasetuspto-grants-2014_11
ORD IDord-60bbe50994d8469399a42abdcc8598f1
Source noteuspto-grants-2014_11