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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 703833Erstellt: 24. Oktober 2026

Chloroform → 2-benzylthio-6-methoxy-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one

https://huagongshe.com/de/reaction/703833

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktChloroformHCID 6212—
Edukt1,3,4-Thiadiazol-2-amine, 5-((phenylmethyl)thio)-HCID 99285—
EduktPropyl 3-hydroxy-2-methoxyprop-2-enoateHCID 71336589—
LösungsmittelWaterHCID 962—
Produkt2-benzylthio-6-methoxy-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-oneHCID 1425442393%

Reaktionsschritte

Four (4) grams of the thus obtained 2-amino-5-benzylthio-1,3,4-thiadiazole, 3.2 g of propyl 3-hydroxy-2-methoxy-propenoate and 11 g of polyphosphoric acid were heated to 135° C. and stirred for 20 minutes. After cooling, chloroform and water were added thereto, extraction was carried out. The organic layer was washed with an aqueous sodium hydrogen carbonate solution and water, and dried over anhydrous sodium sulfate. The solvent was distilled off and the residue was washed with an ethanol/hexane mixture and 5.1 g of 2-benzylthio-6-methoxy-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one was obtained. Yield 93%. The compound was recrystallized from ethanol. m.p. 145°-147° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04985432
Quelldatensatzuspto-grants-1991_01
ORD IDord-ca8a64f9a8e3465db27d2aec6e5c920f
Quellennotizuspto-grants-1991_01