Proton magnetic resonance spectra of some Di- and Tri-azanaphthalenes and nitroisoquinolines

Abstract

The 4-deutero-derivatives of quinazoline and 1,3,5-triazanaphthalene have been prepared and used to show that the signals at lowest field in the proton magnetic resonance spectra of the non-deuterated compounds are due to H-4. Proton magnetic resonance spectra of 5-, 7-, and 8-nitrioisoquinoline, 3-nitro-1,5- 3-nitro-1,6-, and 8-nitro-1,6-naphthyridine, 1,5-, 1,6-, 1,7-, and 1,8-naphthyridine, and 1,3,5-, 1,3,6-, 1,3,7-, and 1,3,8-triazanaphthalene have been measured and analysed. Specific shielding effects of ring nitrogen atoms in these series have been calculated and used to predict the chemical shifts of protons in isoquinoline.