Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Acetic Acid | HCID 176 | — |
| Edukt | 4-Nitrobenzoyl chloride | HCID 8502 | — |
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | 3-Amino-4-hydroxypyridine | HCID 233392 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Pyridine | HCID 1049 | — |
| Produkt | HCID 178522384 | HCID 178522384 | 62% |
Reaktionsschritte
A solution of p-nitrobenzoyl chloride (4.8 g, 25.7 mmol) in pyridine (77.0 mL) was added dropwise to a solution of 3-amino-4-hydroxypyridine (3.4 g, 30.9 mmol) in pyridine (51.0 mL) at 10° C. and stirred overnight. A solution of Na2CO3 (1.7 g) in water (65 mL) was added and the resultant mixture was stirred for 1 h. The reaction mixture was neutralized with 10% AcOH. The precipitate was collected by filtration, washed with 10% AcOH, and dried in vacuo (50° C.) to afford N-(4-hydroxypyridin-3-yl)-4-nitrobenzamide as a light green powder (4.1 g, Yield: 62%). 1HNMR (400 MHz, DMSO-d6) δ: 11.64 (1H, br s), 9.57 (1H, s), 9.07 (1H, s), 8.75 (1H, d, J=4.4 Hz), 8.36 (1H, d, J=8.8 Hz), 8.20 (1H, d, J=8.8 Hz), 7.74 (1H, d, J=4.4 Hz), 6.33 (1H, s); MS (ESI) calcd for C12H9N3O (m/z): 211. found: 212 [M+1]+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08088928B2 |
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| Quelldatensatz | uspto-grants-2012_01 |
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| ORD ID | ord-8975606000cc48ce94900984d8c1c232 |
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| Quellennotiz | uspto-grants-2012_01 |
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