14906-56-0Relevant academic research and scientific papers
A new transformation of aminopyridines upon diazotization in acetonitrile with the formation of N-pyridinylacetamides
Chudinov,Dovbnya,Krasnokutskaya,Ogorodnikov,Filimonova
, p. 2312 - 2314 (2016)
Diazotization of aminopyridines upon treatment with NaNO2 and H3PO4 in acetonitrile led to the formation of N-pyridinylacetamides. This reaction constitutes a convenient and general preparative method for the synthesis of 2-, 3-, and 4-N-pyridinylacetamides under mild conditions in good yields. The in situ oxidation of the thus obtained N-pyridinylacetamides with hydrogen peroxide gave good yields of pyridinylacetamide N-oxides.
Further, Small-Molecule Pyrolysis Products Derived from Chitin
Nikahd, Maryam,Mikusek, Jiri,Banwell, Martin G.,Yu, Li-Juan,Coote, Michelle L.,Gardiner, Michael G.
, p. 1187 - 1196 (2020/08/25)
In an ongoing study of the products formed on pyrolysis of chitin (4) under a range of conditions, we now detail the isolation and characterisation of the crystalline and hitherto undetected pyridine N-oxide 18 and enamide 19. Pathways for the formation of these products have been proposed and subjected to both experimental and computational assessment.
New description of substituent effect on electronic spectra by means of substituent constants-VI. Ultraviolet spectra of 4-substituted pyridine N-oxides and blue shifted iodine bands of their EDA complexes with iodine
Uno, Bunji,Kano, Kenji,Kaida, Naoki,Kubota, Tanekazu
, p. 937 - 944 (2007/10/02)
Electronic spectra of 4-substituted pyridine N-oxides and their EDA complexes with iodine were studied.The substituent effect on the near u.v. 1A1 intramolecular CT bands of the N-oxides and on the blue shifted iodine bands caused by CT complex formation are discussed in terms of a general equation, theoretically derived in order to describe the substituent effect on electronic spectra by means of substituent constants.The results are quite successful and supported by semi-empirical SCFMO-Cl calculations.Based on the results mentioned above, the character of n-? type N-oxide-iodine CT complexes is also examined.The complex formation constants(log K) and pKa values of the N-oxides correlate especially well, indicating that the CT interaction mechanism cannot be neglected in proton addition reactions such as hydrogen bonding and pKa values.
Kinetics and Mechanism of the Reaction of Pyridinamine 1-Oxides with Acetylating Agents in Water and Aprotic Solvents
Deady, Leslie W.,Stanborough, Mark S.
, p. 1841 - 1849 (2007/10/02)
Pyridin-2-amine 1-oxides react with acetic anhydride in dioxan and with p-nitrophenyl acetate in water by rate-determining O-acetylation followed by rapid intramolecular rearrangement to give the amide.The rearrangement is so favoured that no hydrolysis of the intermediate was detected in the aqueous solvent.This behaviour in aprotic solvents contrasts with that of pyridin-2-amine, previously shown to undergo acetylation directly at the amino group.Acetylation of pyridin-4-amine 1-oxide, with acetic anhydride in acetone, occurs by way of an analogous O-acetyl intermediate which reacts slowly with a second molecule of amine 1-oxide.Pyridin-4-amine reacts in the same manner at a surprisingly similar rate.In water, both compounds catalyse the hydrolysis of p-nitrophenyl acetate, with the amine 1-oxide being very much less efficient.
