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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 703827Erstellt: 26. Oktober 2026

1,3,4-Thiadiazol-2-amine, 5-((phenylmethyl)thio)- → 2-benzylthio-6-methyl-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one

https://huagongshe.com/reaction/703827

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,3,4-Thiadiazol-2-amine, 5-((phenylmethyl)thio)-HCID 99285—
EduktEthyl 3-hydroxy-2-methylprop-2-enoateHCID 521546—
LösungsmittelWaterHCID 962—
Produkt2-benzylthio-6-methyl-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-oneHCID 1425442061%

Reaktionsschritte

Five point six (5.6) grams of the thus obtained 2-amino-5-benzylthio-1,3,4-thiadiazole and 3.6 g of ethyl 3-hydroxy-2-methyl-2-propenoate were mixed with 7.5 g of polyphosphoric acid, and the mixture was stirred at 130°-150° C. for 45 minutes. After cooling, water was added to the reaction mixture, and the mixture was extracted with chloroform. 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, and the residue was recrystallized from ethanol. Thus 4.4 g of 2-benzylthio-6-methyl-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one was obtained. m.p. 130°-132° C. Yield 61%.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04985432
Quelldatensatzuspto-grants-1991_01
ORD IDord-35ae8714201243f5b91fb10764566b0e
Quellennotizuspto-grants-1991_01