108762-40-9Relevant academic research and scientific papers
Quinones. Part 11. The Reaction of o-Aminothiophenol with o-Benzo- and o-Naphtho-quinones: A New Route to 1H-Phenothiazin-1-ones
Mackenzie, Neil E.,Surendrakumar, Sivagnanasundram,Thomson, Ronald H.,Cowe, Heather J.,Cox, Philip J.
, p. 2233 - 2242 (2007/10/02)
1H-Phenothiazin-1-ones can be obtained by the condensation of o-aminothiophenol with 3,5-di-t-butyl- and 3-t-butyl-5-phenyl-o-benzoquinones.In the absence of large blocking groups the phenothiazinones are unstable.A methyl group at C-4 leads via the quinone-methide tautomer, to formation of a spiro-dimer the crystal structure of which was determined by X-ray analysis.By further reaction with o-aminothiophenol, 1H-phenothiazin-1-ones yield triphenodithiazines (benzothiazinophenothiazines). o-Naphthoquinones do not form benzo-1H-phenothiazin-1-ones with o-aminothiophenol.The parent compound yields 4-hydroxy-3H-benzophenothiazin-3-one by initial thiol addition at C-4 followed by rearrangement.
