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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 37467Generated: October 26, 2026

Nitric Acid → Diethyl 2-hydroxy-5-nitro-6-phenylpyridine-3,4-dicarboxylate

https://huagongshe.com/reaction/37467

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitric AcidHCID 944—
ReactantWaterHCID 962—
Reactant3,4-Diethyl 1,2-dihydro-2-oxo-6-phenyl-3,4-pyridinedicarboxylateHCID 19935622—
SolventAcetic AnhydrideHCID 7918—
ProductDiethyl 2-hydroxy-5-nitro-6-phenylpyridine-3,4-dicarboxylateHCID 19935597—

Reaction Conditions

Temperature-10 °C

Reaction Steps

In 13 ml of acetic anhydride was suspended 5.0 g of 3,4-diethoxycarbonyl-6-phenyl-2-pyridone; and the suspension was cooled to -10° C. Fuming nitric acid (1.32 ml; 2.0 eq.) was added dropwise over 1 hour, and the mixture was stirred for 45 minutes as it is. After 40 ml of water was added, the mixture was stirred at room temperature and left standing overnight. The resulting crystals were collected by filtration and dried. Yield: 4.61 g (80.7%). The crystals were recrystallized from ethanol, to give pale yellow needles.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05420275
Source datasetuspto-grants-1995_05
ORD IDord-e342f0c7d68b44bd8e2ea2fdc7010758
Source noteuspto-grants-1995_05