[Research on substances with psychotropic activity. IV. Synthesis of 2,3-diphenyl-4-methyl-4H-1,4-benzothiazin-1,1-dioxide by thermal cyclization of N-(2-desylsolfonylphenyl) glycine].
Treatment of the ethyl ester of N-benzoyl-N-(2-benzylsolfonylphenyl)glycine with potassium in benzene gave, by rearrangement, N-(2-desylsolfonylphenyl)glycine, which via thermal intramolecular cyclization and simultaneous decarboxylation gave 2,3-diphenyl-4-methyl-4H-1,4-benzothiazin-1,1-dioxide. The structure of the latter compound was confirmed chemically by oxidising the known 2,3-diphenyl-4-methyl-4H-1,4-benzothiazine with hydrogen peroxide in formic acid and by I;R. and N.M,R; spectral data.
D003500:Cyclization; D005998:Glycine / Q000031:analogs & derivatives*; D009682:Magnetic Resonance Spectroscopy; D013055:Spectrophotometry, Infrared; D013696:Temperature; D013843:Thiazines / Q000138:chemical synthesis*; D014149:Tranquilizing Agents / Q000138:chemical synthesis*
D013843:Thiazines; D014149:Tranquilizing Agents; D005998:Glycine
Ricerche su sostanze ad attività psicotropa. Nota IV -Sintesi del 2,3-difenil-4-metil-4H-1,4-benzotiazin-1,1-diossido per ciclizzazione termica della N-(2-desilsolfonilfenil)glicina