Chemistry of the phenoxathiins and isosterically related heterocycles. XXIII . 1‐azathianthrene: First reported synthesis of a monoazathianthrene and the investigation of the ¹³C‐NMR spectrum using two‐dimensional NMR techniques

Abstract

Abstract The reaction of the dianion of 3‐mercaptopyridin‐2(1 H )‐thione with 2‐chloronitrobenzene in N,N ‐dimethylformamide leads to the formation of 1‐azathianthrene, the first reported mono‐aza analog of the thianthrene ring system. A partial assignment of the 13 C‐nmr spectrum of the title compound is reported, the assignment based on chemical shift arguments, spin‐lattice (T 1 ) relaxation times and 1 H‐ 13 C spin coupling constants. Amplitude modulated two‐dimensional Fourier transform (AM2DFT) techniques were employed for the acquisition of the heteronuclear spin‐coupling constants.