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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 339526Generated: October 25, 2026

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

https://huagongshe.com/reaction/339526

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant4-(6-Methoxy-1,3-benzothiazol-2-yl)anilineHCID 391870—
Reactant4-(2,2,2-Trifluoroethoxy)benzoic acidHCID 3763901—
SolventPyridineHCID 1049—
SolventChloroformHCID 6212—
Product4-(2,2,2-Trifluoroethoxy)-N-[4-(6-methoxybenzothiazol-2-yl)-phenyl]-benzamideHCID 6731185191%

Reaction Steps

A mixture of 4-(2,2,2-trifluoroethoxy)benzoic acid (0.30 g, 1.35 mmol) and thionyl chloride (0.32 g, 2.72 mmol) in chloroform (5 ml) was heated under reflux for 4 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 (0.34 g, 1.35 mmol) in dry pyridine (15 ml) to give the title compound (0.56 g, 91%) 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-d6518cb0a1b843b49c336e9e89e2d4b3
Source noteuspto-grants-2014_11