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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 703839Generated: October 26, 2026

O-Xylene → 2-benzylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one

https://huagongshe.com/reaction/703839

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-XyleneHCID 7237—
Reactant1,3,4-Thiadiazol-2-amine, 5-((phenylmethyl)thio)-HCID 99285—
ReactantEthyl 3-ethoxy-2-propenoateHCID 221780—
SolventWaterHCID 962—
Product2-benzylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-oneHCID 1425442954%

Reaction Steps

Fifteen point five (15.5) grams of 2-amino-5-benzylthio-1,3,4-thiadiazole, 10 g of ethyl 3-ethoxypropenoate, 15 g of polyphosphoric acid and 15 ml of xylene were mixed and vigorously stirred for 30 minutes. After the reaction was finished, the reaction mixture was cooled. Water was added to the reaction mixture and the mixture was extracted with toluene. The organic layer was washed with an aqueous sodium hydrogen carbonate solution and water respectively and dried over anhydrous sodium sulfate. The solvent was distilled off, the residue was recrystallized from an ethanol/hexane mixture, and thus 10.3 g of 2-benzylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one was obtained. Yield 54%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04985432
Source datasetuspto-grants-1991_01
ORD IDord-782d3eda1be948168e68848e8081f808
Source noteuspto-grants-1991_01