HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Naphthaleneacetic Acid → N-(4-Hydroxy-2-oxo-6-phenyl-2H-pyran-3-yl)-2-naphthaleneacetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Naphthaleneacetic Acid | HCID 6862 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 3-amino-4-hydroxy-6-phenyl-2H-pyran-2-one hydrochloride | HCID 54681289 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-(4-Hydroxy-2-oxo-6-phenyl-2H-pyran-3-yl)-2-naphthaleneacetamide | HCID 54681255 | — |
Reaction Steps
The title compound was prepared by Method E using 3-amino-4-hydroxy-6-phenyl-2H-pyran-2-one hydrochloride (0.200 g, 0.835 mmol), THF (9 mL), 60% sodium hydride (0.037 mL, 0.918 mmol), oxalyl chloride (0.080 mL, 0.918 mmol), 2-naphthalyl acetic acid (0.170 g, 0.918 mmol). m.p. dec. 227° C.; 1H NMR (250 MHz, DMSO-d6) δ4.17 (s, 2 H), 6.84 (s, 1 H), 7.50 (m, 6 H), 7.83 (m, 4 H), 7.93 (d, 1 H), 8.17 (d, 1 H), 9.58 (s, 1 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06005103 |
| Source dataset | uspto-grants-1999_12 |
| ORD ID | ord-02a7b497766b47929b7b0ea2729ee73e |
| Source note | uspto-grants-1999_12 |