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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2416045Generated: November 1, 2026

1,3,4-Thiadiazole, 2-amino-5-methyl- → HCID 22637149, compound

https://huagongshe.com/reaction/2416045

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3,4-Thiadiazole, 2-amino-5-methyl-HCID 66949—
ReactantDiisopropylethylamineHCID 81531—
ReactantTriphosgeneHCID 94429—
Reactant4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-fluoroanilineHCID 11301470—
SolventWaterHCID 962—
SolventChloroformHCID 6212—
ProductHCID 22637149HCID 2263714935.9%

Reaction Steps

4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-fluoroaniline (100 mg) was dissolved in chloroform (5 ml) and diisopropylethylamine (0.5 ml) to prepare a solution. A solution of triphosgene (100 mg) in chloroform was then added to the solution, and the mixture was stirred at room temperature for 15 min. Next, 2-amino-5-methyl-1,3,4-thiadiazole (52 mg) was added thereto, and the mixture was further stirred at room temperature overnight. Distilled water was added to the reaction solution, and the mixture was subjected to separatory extraction with chloroform. The organic layer was washed with saturated brine and was dried over sodium sulfate. The organic layer was concentrated under the reduced pressure, and the residue was purified by HPLC using chloroform/acetone for development to give 52 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06821987B2
Source datasetuspto-grants-2004_11
ORD IDord-db4d30f75e7b46dcb64209586a9487a0
Source noteuspto-grants-2004_11