1122-61-8Relevant articles and documents
C-Nitration of pyridine by the kyodai-nitration modified by the Bakke procedure. A simple route to 3-nitropyridine and mechanistic aspect of its formation
Suzuki, Hitomi,Iwaya, Masao,Mori, Tadashi
, p. 5647 - 5650 (1997)
N-Nitropyridinium nitrate was generated in situ from pyridine, nitrogen dioxide and ozone in an inert organic solvent and subsequently treated with aqueous sodium hydrogen sulfite to afford 3-nitropyridine in good yield, together with sodium pyridine-4-sulfonate as a water-soluble by-product.
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Cazianis,Eaton
, p. 2463,2464, 2465, 2467 (1974)
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A computational approach to tuning the photochemistry of platinum(IV) anticancer agents
Tai, Hui-Chung,Zhao, Yao,Farrer, Nicola J.,Anastasi, Anna E.,Clarkson, Guy,Sadler, Peter J.,Deeth, Robert J.
, p. 10630 - 10642,13 (2012)
Diazido PtIV complexes are inert stable prodrugs that can be photoactivated to produce PtII species with promising anticancer activity. Our studies of the photochemistry of PtIV complexes, [Pt(X)2(Y)2(Z)2]0/-1 (X=N-ligands (NH3, pyridine, etc.)/S(CH3)2/H-, Y=(pseudo)halogen (N3-, I-), Z=OR-, R=H, Ac) by time-dependent density functional theory (TDDFT) show close agreement with spectroscopic data. Broad exploration of cis/trans geometries, trans influences, the nature of the OR- and (pseudo)halogen ligands, electron-withdrawing/donating/delocalising substituents on the N-ligands, and intramolecular H bonds shows that: 1) the design of platinum(IV) complexes with intense bands shifted towards longer wavelengths (from 289 to ～330 nm) can be achieved by introducing intramolecular H bonds involving the OH ligands and 2-hydroxyquinoline or by iodido ligands; 2) mesomeric electron-withdrawing substituents on pyridine result in low-energy absorption with significant intensity in the visible region; and 3) the distinct makeup of the molecular orbitals involved in the electronic transitions for cis/trans-{Pt(N 3)2} isomers results in different photoproducts. In general, the comparison of the optimised geometries shows that PtIV complexes with longer Pt-L bonds are more likely to undergo photoreduction with longer-wavelength light. The novel complex trans,trans,trans-[Pt(N 3)2(OH)2(NH3)(4-nitropyridine)] with predicted absorption in the visible region has been synthesised. The experimental UV/Vis spectrum in aqueous solution correlates well with the intense band in the computed spectrum, whereas the overlay in the low-energy region can be improved by a solvent model. This combined computational and experimental study shows that TDDFT can be used to tune the coordination environment for optimising photoactive PtIV compounds as anticancer agents. Computer-aided design: Platinum(IV) complexes are inert stable prodrugs that can be photoactivated to produce species with promising anticancer activity. Here a combined computational and experimental study was carried out to show that TDDFT can aid the design of the coordination environment of Pt IV complexes to allow optimisation of the photoactivity of these PtIV anticancer agents (see figure). Copyright
Synthetic method of 4-pyridylaldehyde
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Paragraph 0032; 0033; 0038; 0043, (2017/11/18)
The invention relates to the field of organic chemistry, in particular to a synthetic method of 4-pyridylaldehyde. The synthetic method comprises the following steps: 1, taking 4-methyl pyridine as a raw material and obtaining 4-pyridine nitrogen oxide through oxidation reaction under an acidic condition; 2, synthesizing the 4-pyridine nitrogen oxide into acetic acid-4-pyridine methyl ester through acetic anhydride rearrangement; 3, hydrolyzing the acetic acid-4-pyridine methyl ester to obtain 4-pyridine methanol; 4, performing oxidation reaction on the 4-pyridine methanol to obtain the 4-pyridylaldehyde. After the synthetic method is adopted, the 4-methyl pyridine is used as the raw material, and the 4-pyridine methanol is obtained through N-oxidation, rearrangement and hydrolyzation and is further oxidized to obtain the 4-pyridylaldehyde. The synthetic method provided by the invention is high in total yield, low in raw material price, short in reaction time, mild in condition, and simple in process operation.
Catalytic deoxygenation of pyridine N-oxides with N-fused porphyrin rhenium complexes
Toganoh, Motoki,Fujino, Keitaro,Ikeda, Shinya,Furuta, Hiroyuki
, p. 1488 - 1491 (2008/09/18)
Deoxygenation reactions of pyridine N-oxide derivatives catalyzed by N-fused porphyrin rhenium(VII) trioxo complexes are developed, affording the corresponding pyridine derivatives in quantitative yields with excellent turnover numbers up to 340,000.
