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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 613080Generated: October 26, 2026

1-Naphthaleneacetic Acid → N-(4-Hydroxy-2-oxo-6-phenyl-2H-pyran-3-yl)-2-naphthaleneacetamide

https://huagongshe.com/reaction/613080

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Naphthaleneacetic AcidHCID 6862—
ReactantSodium hydrideHCID 24758—
ReactantOxalyl chlorideHCID 65578—
Reactant3-amino-4-hydroxy-6-phenyl-2H-pyran-2-one hydrochlorideHCID 54681289—
SolventTetrahydrofuranHCID 8028—
ProductN-(4-Hydroxy-2-oxo-6-phenyl-2H-pyran-3-yl)-2-naphthaleneacetamideHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06005103
Source datasetuspto-grants-1999_12
ORD IDord-02a7b497766b47929b7b0ea2729ee73e
Source noteuspto-grants-1999_12