HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → Ethyl 2-(4,6-dimethoxypyrimidin-2-yl)thio2-(1-cyclopentenyl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethyl 2-(1-cyclopentenyl)-2-(methylsulfonyloxy)acetate | HCID 15070290 | — |
| Reactant | HCID 178493561 | HCID 178493561 | — |
| Solvent | Water | HCID 962 | — |
| Product | Ethyl 2-(4,6-dimethoxypyrimidin-2-yl)thio2-(1-cyclopentenyl)acetate | HCID 15070291 | 49.5% |
Reaction Steps
10.4 g of 2-mercapto-4,6-dimethoxypyrimidine, 15.0 g of ethyl 2-(1-cyclopentenyl)-2-(methylsulfonyloxy)acetate, 100 ml of N,N-dimethylformamide and 9.2 g of anhydrous potassium carbonate were stirred at 90° C. for 5 hours. The reaction mixture was cooled to room temperature and then diluted with water. The aqueous mixture was extracted with ethyl ether. The ethyl ether extract was washed with water and dried. Then, ethyl ether was removed by distillation under reduced pressure to obtain an yellow oily substance. The yellow oily substance was purified by silica gel column chromatography (eluent: hexane/ethyl acetate =10/1) to obtain 9.7 g of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04968340 |
| Source dataset | uspto-grants-1990_11 |
| ORD ID | ord-ecca0ee3c087430696aec940157989d7 |
| Source note | uspto-grants-1990_11 |