Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Thiophenol | HCID 7969 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 6-(4-aminophenyl)-5-methyl-4,5-dihydro-1,2,4-triazin-3(2H)-one | HCID 13386033 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 53663221 | HCID 53663221 | 31.6% |
Reaction Steps
Using 6-(4-aminophenyl)-5-methyl-4,5-dihydro-1,2,4-triazin-3(2H)-one (1 g) in a similar manner to that of Example 18-(1), a diazonium salt-containing aqueous solution was produced. With stirring at 80° C., this solution was added dropwise to a solution composed of thiophenol (1.04 g), sodium hydroxide (0.45 g) and water (5 ml) and the mixture was refluxed for further 15 minutes. After cooling, the precipitate was recovered by filtration and dissolved in a mixture of chloroform and methanol. The solution was washed with aqueous sodium hydroxide and water in that order and concentrated to dryness under reduced pressure. The residue was purified by silica gel (30 g) column chromatography (eluent: ethyl acetate) to give 6-(4-phenylthiophenyl)-5-methyl-4,5-dihydro-1,2,4-triazin-3(2H)-one (0.46 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04618610 |
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| Source dataset | uspto-grants-1986_10 |
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| ORD ID | ord-cc72202817274fcbacd9f5329d8bdf2f |
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| Source note | uspto-grants-1986_10 |
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