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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1857789Generated: October 31, 2026

2-(p-Tolyl)pyridine → 4-Pyridin-2-ylbenzaldehyde

https://huagongshe.com/reaction/1857789

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(p-Tolyl)pyridineHCID 78219—
ReactantDi-tert-butyl dicarbonateHCID 90495—
Reactant1,1-Dimethylethyl 2-[[4-(2-pyridinyl)phenyl]methylene]hydrazinecarboxylateHCID 53394985—
Reactant4-(Pyridin-2-yl)benzaldehyde hydrazoneHCID 67924513—
Product4-Pyridin-2-ylbenzaldehydeHCID 1515240—
Product4-(Pyridin-2-yl)benzaldehyde hydrazoneHCID 67924513—

Reaction Steps

The present inventors have found that 4-(pyridin-2-yl)benzaldehyde can be produced economically by reacting a salt of 2-(4-bromomethylphenyl)pyridine, 2-(4-dibromomethylphenyl)pyridine or a salt thereof, all of which being novel compounds, with hexamethylenetetramine and water, and further that a salt of 2-(4-bromomethylphenyl)pyridine, 2-(4-dibromomethylphenyl)pyridine and a salt thereof can be obtained by reacting a salt of 2-(4-tolyl)pyridine with a brominating agent. In addition, they have found that N-(tert-butoxycarbonyl)-N'-[4-(pyridin-2-yl)phenylmethylidene]hydrazine can be produced more economically and easily by reacting 4-(pyridin-2-yl)benzaldehyde hydrazone with di-tert-butyl dicarbonate, and that 4-(pyridin-2-yl)benzaldehyde hydrazone can be obtained from 4-(pyridin-2-yl)benzaldehyde.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06147218
Source datasetuspto-grants-2000_11
ORD IDord-7a1ca22266a3466fb98ca3ea57d31c15
Source noteuspto-grants-2000_11