HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 20491779, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-(Chloromethyl)thiophene | HCID 69830 | — |
| Reactant | 5-Chloro-6-methyl-4-(methylsulfanyl)pyrimidin-2(1H)-one | HCID 20491768 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 20491779 | HCID 20491779 | 13.6% |
Reaction Steps
A suspension of 5-chloro-6-methyl-4-methylthiopyrimidin-2-one (1.768 g), 2-chloromethylthiophene (1.505 g) and potassium carbonate (2.499 g) in dry N,N-dimethylformamide (20 ml) was stirred and heated at ca 90° C. for 30 min. The reaction mixture was evaporated to dryness and the residue was partitioned between ethyl acetate (200 ml) and water (50 ml). The organic phase was washed with brine (50 ml), dried (MgSO4) and evaporated to a brown solid. Preparative layer chromatography on silica developing with chloroform-ethanol (20:1, two runs) gave a solid which was crystallised from acetone to give cream crystals of the title pyrimidinone (362 mg) m.p. 173°-176° C.; λmax (EtOH) 231.5 nm (ε 17030), 276 nm (ε 9360), 320 nm (ε 10010).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04399140 |
| Source dataset | uspto-grants-1983_08 |
| ORD ID | ord-a34e01e325c040f3a33baa43b70d0642 |
| Source note | uspto-grants-1983_08 |