Nitropyridyl isocyanates in 1,3-dipolar cycloaddition reactions was written by Holt, Jarle;Fiksdahl, Anne. And the article was included in Journal of Heterocyclic Chemistry in 2007.Name: 3,5-Dimethylpyridine 1-oxide This article mentions the following:
The reactivity of 3-nitropyridin-4-yl isocyanate (I) and 5-nitropyridin-2-yl isocyanate (II) in 1,3-dipolar cycloaddition reactions with azides and pyridine N-oxides was investigated. 1,3-Dipolar cycloaddition to Me3SiN3 (TMSA) afforded tetrazolinones, 1-(3-nitropyridin-4-yl)- and 1-(5-nitropyridin-2-yl)-1H-tetrazol-5(4H)one in 50 and 64% yield, resp. Resp., 1,3-dipolar cycloaddition of I and II to 3,5-dimethylpyridine N-oxide, 3-methylpyridine N-oxide, and pyridine N-oxide gave the substituted amines, 3,5-dimethyl-N-(3-nitropyridin-4-yl)pyridin-2-amine, 3,5-dimethyl-N-(5-nitropyridin-2-yl)pyridin-2-amine, N-(5-nitropyridin-2-yl)pyridin-2-amine, 5-methyl-N-(5-nitropyridin-2-yl)pyridin-2-amine, and 3-methyl-N-(5-nitropyridin-2-yl)pyridin-2-amine in 65-80% yield, obtained by cycloaddition, rearrangement, and decarboxylation. The results demonstrate that the nitropyridyl isocyanates readily undergo 1,3-dipolar cycloaddition reactions similar to Ph isocyanates. In the experiment, the researchers used many compounds, for example, 3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8Name: 3,5-Dimethylpyridine 1-oxide).
3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of −48.7 × 10−6 cm3·mol−1.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ·mol−1 in the liquid phase and 140.4 kJ·mol−1 in the gas phase. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Name: 3,5-Dimethylpyridine 1-oxide