HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 21846220, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-(4-Fluoro-1-naphthalenyl)-6-(1-methylethyl)-2-pyrimidinamine | HCID 196968 | — |
| Reactant | Mercaptomethanide | HCID 519392 | — |
| Reactant | Sodium methanethiolate | HCID 4378561 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 21846220 | HCID 21846220 | 98% |
Reaction Steps
2-Amino-4-(4-fluoronaphth-1-yl)-6-isopropyl-pyrimidine (0.281 g) was dissolved in dimethyl sulphoxide (DMSO) (10 mL) and sodium thiomethoxide (0.070 g) was added. The reaction mixture was stirred at room temperature for 2 hours at which time another equivalent of thiomethoxide was added and the reaction stirred for another 2 hours. The mixture was poured into water (100 mL) and the product was extracted into ethyl acetate/hexane (3×50 mL). The combined organic extracts were dried over sodium sulfate and evaporated to dryness. The reaction product was purified by column chromatography on silica gel, eluting with hexane/ethyl acetate to give 2-amino-4-(4-methylthionaphth-1-yl)-6-isopropylpyrimidine (0.303 g), m.p. 139-140° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05952331 |
| Source dataset | uspto-grants-1999_09 |
| ORD ID | ord-a1eb2b9f65b440aaa03c1f657f0a1680 |
| Source note | uspto-grants-1999_09 |