HuagongsheHuagongshe Chemistry Print Report · For research reference only
O-Xylene → 2-benzylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | O-Xylene | HCID 7237 | — |
| Reactant | 1,3,4-Thiadiazol-2-amine, 5-((phenylmethyl)thio)- | HCID 99285 | — |
| Reactant | Ethyl 3-ethoxy-2-propenoate | HCID 221780 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-benzylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one | HCID 14254429 | 54% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04985432 |
| Source dataset | uspto-grants-1991_01 |
| ORD ID | ord-782d3eda1be948168e68848e8081f808 |
| Source note | uspto-grants-1991_01 |