Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Acetone cardice | HCID 18522661 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Reactant | HCID 178489421 | HCID 178489421 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 15586989 | HCID 15586989 | 90% |
Reaction Steps
3-Dimethylamino-6-(o-methoxyphenyl)-5-oxo-2,5-dihydro-1,2,4-triazine (0.5 g) was dissolved in tetrahydrofuran (40 ml), and the mixture was cooled to -30° C. with dry ice/acetone. A solution of n-butyl lithium in n-hexane (15%, 1.2 ml) was dropwise added to the mixture, which was then warmed to room temperature. To the resultant mixture, methyl iodide (0.42 g) was dropwise added and, upon completion of the addition, the resulting mixture was stirred at room temperature for 10 hours to complete the reaction. Then, methanol (10 ml) was added thereto, and the resultant mixture was evaporated to dryness under reduced pressure to give a crude product. Recrystallization of the crude product from ethanol gave 0.47 g of 2-methyl-3-dimethylamino-6-(o-methoxyphenyl)-5-oxo-2,5-dihydro-1,2,4-triazine in 90% yield. M.P., 202° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04451283 |
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| Source dataset | uspto-grants-1984_05 |
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| ORD ID | ord-295a926d0dea4447ab654571ab470be7 |
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| Source note | uspto-grants-1984_05 |
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