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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 644467Generated: October 30, 2026

Chlorobenzene → HCID 23069967, compound

https://huagongshe.com/reaction/644467

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorobenzeneHCID 7964—
Reactant5-Chlorosalicylic AcidHCID 9447—
ReactantPhosphorus trichlorideHCID 24387—
Reactant4-[3,5-Bis(trifluoromethyl)phenyl]-1,3-thiazol-2-amineHCID 2725769—
SolventWaterHCID 962—
ProductHCID 23069967HCID 2306996723.5%

Reaction Steps

A mixture of 5-chlorosalicylic acid (172.6 mg, 1 mmol), 2-amino-4-[3,5-bis(trifluoromethyl)phenyl]thiazole (312.2 mg, 1 mmol), phosphorus trichloride (44 μL, 0.5 mmol) and monochlorobenzene (5 mL) was refluxed for 4 hours. After the reaction mixture was cooled to room temperature, it was poured into water and extracted with ethyl acetate. After the ethyl acetate layer was washed with brine, dried over anhydrous sodium sulfate, the residue obtained by evaporation of the solvent under reduced pressure was purified by column chromatography on silica gel (n-hexane:ethyl acetate=3:1→2:1) to give the title compound (109.8 mg, 23.5%) as a pale yellow white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07700655B2
Source datasetuspto-grants-2010_04
ORD IDord-cf23fa17661a42a3a0b6ed22fdedbd75
Source noteuspto-grants-2010_04