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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1607556Generated: November 1, 2026

Chloroform → 7-cyano-2-hexylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one

https://huagongshe.com/reaction/1607556

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
ReactantSodium CyanideHCID 8929—
Reactant2-hexylthio-7-iodo-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-oneHCID 15610791—
ReactantHCID 178418260HCID 178418260—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product7-cyano-2-hexylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-oneHCID 1469507151.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

In 100 ml of dimethylformamide, 6 g of 2-hexylthio-7-iodo-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one was dissolved. To this solution, 1.77 g of copper cyanide and 0.97 g of sodium cyanide were added and the solution was stirred at 100° C. for 1 hour. After the reaction mixture was cooled to room temperature, it was wxtracted with chloroform and water. The organic layer was washed with water and dried over anhydrous sodium sulfate. Florisil® was added to the organic layer and it was shaken. The solvent was distilled off, and 2.3 g of 7-cyano-2-hexylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04866064
Source datasetuspto-grants-1989_09
ORD IDord-98bdf601a9624a9d8a151cc53896db8a
Source noteuspto-grants-1989_09