Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isonicotinic Acid | HCID 5922 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 55296-63-4 | HCID 721138 | — |
| Product | HCID 52920130 | HCID 52920130 | 38.1% |
Reaction Steps
A mixture of 1.2 g of 2-amino-4-propylphenol, 0.98 g of isonicotinic acid and 32.8 g of polyphosphoric acid was stirred while heating at 190° C. for five hours. The mixture was cooled to room temperature and then poured into an ice-cooled aqueous solution of sodium hydroxide, followed by extraction with ethyl acetate three times. The combined organic layers were washed with water and a saturated sodium chloride solution, and dried over magnesium sulfate. Activated carbon was added thereto, which was filtered through Celite™. The filtrate was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.72 g of 5-propyl-2-(pyridin-4-yl)-benzoxazole (hereinafter, referred to as “active compound 1”).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08324387B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-1316bc1df3d2482bbe75e1b928209619 |
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| Source note | uspto-grants-2012_12 |
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