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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 31721Generated: October 23, 2026

Nitric Acid → 4-Nitro-2,3,5-trimethylpyridine, 1-oxide

https://huagongshe.com/en/reaction/31721

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitric AcidHCID 944—
ReactantSulfuric AcidHCID 1118—
ReactantAmmonium BicarbonateHCID 14013—
Reactant2,3,5-Trimethyl-1-oxidopyridin-1-iumHCID 10486907—
SolventWaterHCID 962—
Product4-Nitro-2,3,5-trimethylpyridine, 1-oxideHCID 1121761181.5%

Reaction Conditions

Temperature85 °C

Reaction Steps

To 98% sulfuric acid (4.93 kg, 49.3 mol), 2,3,5-trimethylpyridine1-oxide (1.38 kg, 10.1 mol) was added. After 97% nitric acid (1.44 kg) was added dropwise thereto over 50 minutes, the mixture was heated at 85° C. for 4 hours. The reaction mixture was poured to a mixture of ammonium hydrogen carbonate (10.6 kg) and water (9.0 L). The mixture was extracted with ethyl acetate (3.0 L×3). The obtained organic layer was concentrated and dried under vacuum overnight to obtain a desired product (1.50 kg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07425634B2
Source datasetuspto-grants-2008_09
ORD IDord-96c5b1cc39524b49a713b86ca5077f65
Source noteuspto-grants-2008_09