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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 385019Generated: October 29, 2026

Hydrochloric Acid → 3-(3-Cyano-4-hydroxy-5-trifluoromethylbenzoyl)-2,3-dihydro-1,3-benzothiazole

https://huagongshe.com/reaction/385019

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium ChlorideHCID 433294—
Reactant3-(3-Cyano-4-methoxy-5-trifluoromethylbenzoyl)-2,3-dihydro-1,3-benzothiazoleHCID 68107957—
SolventDimethylformamideHCID 6228—
Product3-(3-Cyano-4-hydroxy-5-trifluoromethylbenzoyl)-2,3-dihydro-1,3-benzothiazoleHCID 6810848058.7%

Reaction Conditions

Temperature70 °C

Reaction Steps

3-(3-cyano-4-methoxy-5-trifluoromethylbenzoyl)-2,3-dihydro-1,3-benzothiazole (232 mg) was dissolved in N,N-dimethylformamide (3 mL), and lithium chloride (108 mg) was added to the solution, and then the mixture was stirred at 70° C. for 1 hour. To the reaction solution, 1N hydrochloric acid was added, and then the mixture was extracted with ethyl acetate. The organic layer was washed with 1N hydrochloric acid and saturated brine, and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the obtained residue was crystallized from n-hexane-ethyl acetate to obtain the title compound (131 mg) as a brown crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367843B2
Source datasetuspto-grants-2013_02
ORD IDord-12c30ea19c0742bdb2b2bb5d5ff47366
Source noteuspto-grants-2013_02