Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 68775699 | HCID 68775699 | — |
| Solvent | MeOH tetrahydrofuran | HCID 21899815 | — |
| Product | HCID 68775729 | HCID 68775729 | 62.9% |
Reaction Steps
To a solution of 3-({[4-(3-phenyl-1,2,4-thiadiazol-5-yl)piperazin-1-yl]carbonyl}amino)phenyl acetate (635 mg, 1.50 mmol) in methanol/tetrahydrofuran (2:1) (60 ml) was added an aqueous 1 N sodium hydroxide solution (1.5 ml), and the mixture was stirred at 70° C. for 3 hours. Water was poured to the reaction mixture, and the resulting solution was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1) and recrystallized from a mixed solvent of hexane and tetrahydrofuran to give 360 mg (62.9%) of the desired product as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07851473B2 |
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| Source dataset | uspto-grants-2010_12 |
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| ORD ID | ord-f887509590994d1e8a3334f1a6729c7a |
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| Source note | uspto-grants-2010_12 |
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