Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | HCID 54129727 | HCID 54129727 | — |
| Catalyst | HCID 178418390 | HCID 178418390 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 53911951 | HCID 53911951 | 23.7% |
Reaction Steps
2-{3-Allyloxy-4-[3-(1-piperidinyl)carbonylacryloyl]phenoxymethylcarbonylamino}benzothiazole (0.55 g) is dissolved in methanol (70 ml) and dioxane (40 ml), and thereto are added 10% palladium-carbon (0.15 g), p-toluenesulfonic acid monohydrate (70 mg) and water (3 ml). The mixture is subjected to deaeration, and the mixture is refluxed under nitrogen atmosphere overnight. The mixture is filtered through a cerite pad, and to the filtrate is added water-methylene chloride, and the mixture is separated, and dried over sodium sulfate. The residue is crystallized from ethanol-methylene chloride, and recrystallized from dimethylformamide-ethanol to give 2-{3-hydroxy-4-[3-(1-piperidinyl)carbonylacryloyl]phenoxymethylcarbonylamino}benzothiazole (120 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06140330 |
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| Source dataset | uspto-grants-2000_10 |
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| ORD ID | ord-b6f01b80dec144fc9286aa9d2437c931 |
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| Source note | uspto-grants-2000_10 |
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