Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 19032417 | HCID 19032417 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 19032425 | HCID 19032425 | 87% |
Reaction Steps
A mixture of 2-[2-(4-bromophenyl)-1,1-dimethyl-2-oxoethyl]-2,4-dihydro-4-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]-3H-1,2,4-triazol-3-one (0.009 mol) and sodium tetrahydroborate (0.025 mol) in 1,4-dioxane (100 ml), methanol (30 ml) and water (50 ml) was stirred overnight. Acetic acid (5 ml) was added, followed by addition of water (500 ml). Crystallization resulted. The reaction mixture was stirred for 4 hours at room temperature. The precipitate was filtered off by suction (Buchner) and the solid was crystallized from 1-butanol. The precipitate was filtered off and dried, yielding 4.4 g (87%) of (±)-2-[2-(4-bromophenyl)-2-hydroxy-1,1-dimethylethyl]-2,4-dihydro-4-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]-3H-1,2,4-triazol-3-one; mp. 224.5° C. (comp. 21).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05650411 |
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| Source dataset | uspto-grants-1997_07 |
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| ORD ID | ord-ff7ccba4f3074ccb877f637eed3dbb78 |
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| Source note | uspto-grants-1997_07 |
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