HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4-Ethylamino-2-methylthio-5-pyrimidinecarboxylic acid fluoride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Cyanuric fluoride | HCID 12664 | — |
| Reactant | 4-Ethylamino-2-methylthiopyrimidine-5-carboxylic acid | HCID 22220168 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-Ethylamino-2-methylthio-5-pyrimidinecarboxylic acid fluoride | HCID 89106574 | 99.6% |
Reaction Steps
To a solution containing 3.0 g (14.0 mmol) of 4-ethylamino-2-methylthio-5-pyrimidinecarboxylic acid and 2.1 mL (15.0 mmol) of triethylamine in 50 mL of CH2Cl2 are added 2.3 mL (28.0 mmol) of cyanuric fluoride. The mixture is stirred for 3 hours and the solution is diluted with 250 mL of CH2Cl2 and 75 mL of ice-cold water. After separation of the phases by settling, the organic phase is washed with 75 mL of ice-cold water and dried over MgSO4. The solvent is then evaporated off under reduced pressure. 3.0 g of expected product are obtained in the form of a greenish gum. The yield is quantitative.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08975250B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-10a3fe250faa47628fb912bf008234a6 |
| Source note | uspto-grants-2015_03 |