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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2304084Generated: November 1, 2026

Nitrogen trioxide → 3-Cyanobenzoic acid

https://huagongshe.com/reaction/2304084

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogen trioxideHCID 61526—
Reactant3-CyanobenzamideHCID 76974—
Reactant16-(Acetyloxy)-3-((2,6-dideoxyhexopyranosyl-(1->4)-2,6-dideoxyhexopyranosyl-(1->4)-2,6-dideoxyhexopyranosyl)oxy)-14-hydroxycard-20(22)-enolideHCID 93049—
SolventSulfuric AcidHCID 1118—
Product3-Cyanobenzoic acidHCID 1587592%

Reaction Steps

m-Cyanobenzamide (2.92 g) was added to a 70 wt. % aqueous sulfuric acid solution (100 ml), and the mixture was stirred under cooling with ice. The mixture was allowed to react while dinitrogen trioxide gas was introduced thereto at 336 N ml/hour for two hours. The precipitated crystals were collected through filtration, washed with water, and dried, to thereby obtain 2.68 g of m-cyanobenzoic acid (yield 92%, based on m-cyanobenzamide). The m-cyanobenzoic acid obtained had a purity of 99% or more.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06433211B1
Source datasetuspto-grants-2002_08
ORD IDord-e266a14b7a464cd5baa627aba10816d2
Source noteuspto-grants-2002_08