75003-47-3Relevant articles and documents
Studies on Tertiary Amine Oxides. LXVII. Reactions of Aromatic N-Oxides with 3-Arylrhodanines in the Presence of Acetic Anhydride
Yousif, Mohammed M.,Saeki, S.,Hamana, M.
, p. 305 - 309 (2007/10/02)
Quinoline 1-oxides 1 readily react with 3-arylrhodanines 2 in the presence of acetic anhydride to afford 3-aryl-5-(2-quinolyl)rhodanines 3 in high yields.These products resist hydrolysis under both alkaline and acidic conditions, but are oxidized to quinaldinic acid 1-oxide 4 with 30percent hydrogen peroxide in hot acetic acid.Besides isoquinoline 2-oxide 5, pyridine 1-oxide 7a also react in the same way to give 3-aryl-5-(2-pyridyl)rhodanines 8, although the reactivity of γ-picoline 1-oxide 7b is considerably lower.Contrary to 3, 3-phenyl-5-(2-pyridyl)rhodanine 8a is successfully hydrolyzed with boiling 48percent hydrobromic acid to 2-pyridinemethanethiol 10 in 57percent yield.