HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Fluorouracil → 1-Lauroyloxymethyl-5-fluorouracil
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Fluorouracil | HCID 3385 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Chloromethyl dodecanoate | HCID 543634 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | 1-Lauroyloxymethyl-5-fluorouracil | HCID 13014281 | 74.2% |
Reaction Steps
In 100 ml of dimethylacetamide were dissolved 19.51 g (0.15 mol) of 5-fluorouracil and 75.90 g (0.75 mol) of triethylamine. To this mixture was added dropwise at room temperature 41.05 g (0.165 mol) of chloromethyl laurate and the mixture was reacted together for 20 hours. After completion of the reaction, the triethylamine and dimethylacetamide were removed by distillation and the residue was poured into 400 ml of water. The mixture was stirred, filtered and washed with water whereby crystals were obtained which were then recrystallized from 200 ml of ethanol to obtain 38.06 g of 1-lauroyloxymethyl-5-fluorouracil having a melting point of 113.7~114.2° C. in a yield of 74.2%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04267326 |
| Source dataset | uspto-grants-1981_05 |
| ORD ID | ord-e8a55aae56604805ae6e84b5538a22af |
| Source note | uspto-grants-1981_05 |