HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonic Acid → 2-Mercapto-3-methyl-6-(pyrimidin-4-YL)-3H-pyrimidin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonic Acid | HCID 6395 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | Methylthiourea | HCID 2723704 | — |
| Reactant | Ethyl 3-oxo-3-(pyrimidin-4-yl)propanoate | HCID 11961458 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-Mercapto-3-methyl-6-(pyrimidin-4-YL)-3H-pyrimidin-4-one | HCID 178481678 | 78% |
Reaction Steps
A solution of ethyl 3-oxo-3-(4-pyrimidyl)propionate (34.1 g, 176 mmol), N-methylthiourea (47.5 g, 527 mmol) and 1,8-diazabicyclo[5,4,0]-7-undecene (26.3 ml, 176 mmol) in ethanol (340 ml) was refluxed for 2 hours and the solution of methanesulfonic acid (16.9 g, 176 mmol) in water (70 ml) was added after cooling by ice-water. The precipitate was washed with water, filtered and dried to give the title compound (30.2 g, 78%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07683069B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-6e93d54155da4fc9a88e6c88f0b64eab |
| Source note | uspto-grants-2010_03 |