83492-23-3Relevant articles and documents
Studies on Tertiary Amine Oxides. LXXIV. Reactions of Aromatic N-Oxides with 2-Phenyl-2-Thiazolin-4-one in the Presence of Acetic Anhydride
Yousif, Mohammed Mohammed,Saeki, Seitaro,Hamana, Masatomo
, p. 1974 - 1979 (2007/10/02)
Quinoline 1-oxides (1a-e) readily react with 2-phenyl-2-thiazolin-4-one (2) in acetic anhydride at room temperature to afford the corresponding 5-(2-quinolyl)thiazolones (3a-e) in good yields.The reaction of 4-chloroquinoline 1-oxide (1f) gives 4-acetoxy-5-(4-chloro-2-quinolyl)-2-phenylthiazole (4).Hydrolyses of 1a-e with 48percent hydrobromic acid under reflux give 2-quinolinemethanethiols as the hydrobromides (6a-e).Similar results were obtained from the reaction of isoquinoline 2-oxide (7), but pyridine 1-oxide was unreactive.Keywords --- aromatic N-oxide; 2-phenyl-2-thiazolin-4-one; 2-phenyl-5-(2-quinolyl)-2-thiazolin-4-ones; 2-quinolinemethanethiols; 5-(1-isoquinolyl)-2-phenyl-2-thiazolin-4-one; 1-isoquinolinemethanethiol; nucleophilic substitution