Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 1-Naphthalenecarbonyl chloride | HCID 70146 | — |
| Reactant | Potassium | HCID 5462222 | — |
| Reactant | HCID 12774884 | HCID 12774884 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 12774889 | HCID 12774889 | — |
Reaction Steps
A potassium salt of 2-hydroxymethyl-3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazine (1.81 g) is suspended in pyridine (20 ml). The mixture is ice-cooled and dropwise added with 1-naphthylcarbonyl chloride (2.48 g). After the completion of the addition, the reaction mixture is allowed to stand overnight. The pyridine is removed in vacuo from the mixture to give the residue. The residue is dissolved in water, and the resultant aqueous solution is acidified with acetic acid. The acidic aqueous solution is added with ethyl acetate (50 ml) and water (20 ml), and the ethyl acetate layer is separated and evaporated to dryness under reduced pressure. The residue is recrystallized from ethanol to give 2-(1-naphthylcarbonyloxymethyl)-3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazine (Compound No. 43). Yield, 1.44 g (82%). M.P., 134.0° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04297129 |
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| Source dataset | uspto-grants-1981_10 |
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| ORD ID | ord-2eeb08430b284fed8aa054761e76e625 |
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| Source note | uspto-grants-1981_10 |
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