HuagongsheHuagongshe Chemistry Print Report · For research reference only
Citric Acid → 5-{[6-(5-Methyl-1,2,4-oxadiazol-3-yl)pyridin-3-yl]oxy}-2-nitrobenzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Methyl 5-{[6-(5-methyl-1,2,4-oxadiazol-3-yl)pyridin-3-yl]oxy}-2-nitrobenzoate | HCID 67110584 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-{[6-(5-Methyl-1,2,4-oxadiazol-3-yl)pyridin-3-yl]oxy}-2-nitrobenzoic acid | HCID 67110555 | 59.3% |
Reaction Steps
1.96 ml of aqueous 5 N sodium hydroxide solution was added to a solution of 700 mg of methyl 5-{[6-(5-methyl-1,2,4-oxadiazol-3-yl)pyridin-3-yl]oxy}-2-nitrobenzoate in 5 ml of methanol and 5 ml of tetrahydrofuran, and stirred at room temperature for 2.5 hours. Aqueous 10% citric acid solution was added to neutralize it, then extracted with ethyl acetate, and the organic layer was dried, and the solvent was evaporated away under reduced pressure to obtain 399 mg of 5-{[6-(5-methyl-1,2,4-oxadiazol-3-yl)pyridin-3-yl]oxy}-2-nitrobenzoic acid as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07932394B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-a94d843148a146e5a4bd447984db355f |
| Source note | uspto-grants-2011_04 |