221635-56-9Relevant academic research and scientific papers
Ring Transformation of 6-Acyl-1,1-dioxo-1,2-thiazines with Nitrogen Nucleophiles to Substituted Pyridinium-3-sulfonamidates
Fangh?nel,Lochter
, p. 37 - 40 (2007/10/03)
6-Acyl(benzoyl)-1,1-dioxo-1,2-thiazines 2 were synthesized by Friedel-Crafts acylation of the 3,5-dimethyl-1,1-dioxo-1,2-thiazines 1 and 3 using carboxylic anhydrides. The ketones 2 and 4 were transformed to substituted pyridinium-3-sulfonamidates 5-7 and 9 with nitrogen nucleophiles like alkylamines and hydrazine. A pyrido-pyridazinum-sulfonamidate 8 was formed from 2e with hydrazinium hydroxide. The 6-benzoyl-1,1-dioxo-1,2-thiazine 2c does not show the described ring transformation. The results demonstrate scope and limitations of the ring transformation reaction of 1,1-dioxo-1,2-thiazine-6-carbonyl compounds.
