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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1348862Generated: October 31, 2026

1,3,4-Thiadiazole, 2-amino-5-methyl- → HCID 22637146, compound

https://huagongshe.com/reaction/1348862

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3,4-Thiadiazole, 2-amino-5-methyl-HCID 66949—
ReactantDiisopropylethylamineHCID 81531—
ReactantTriphosgeneHCID 94429—
Reactant4-[(6,7-Dimethoxyquinolin-4-yl)oxy]anilineHCID 11594543—
SolventWaterHCID 962—
SolventChloroformHCID 6212—
ProductHCID 22637146HCID 2263714633.2%

Reaction Steps

4-[(6,7-Dimethoxy-4-quinolyl)oxy]aniline (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 (47 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 49 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07211587B2
Source datasetuspto-grants-2007_05
ORD IDord-94ed8754f3dd4122a63d88caae5b4f80
Source noteuspto-grants-2007_05