Syntheses and crystal structure of 4-[(pyridin-3-yl)diazen-yl]morpholine and 1-[(pyridin-3-yl)diazen-yl]-1,2,3,4-tetra-hydro-quinoline

• Published in: Acta crystallographica. Section E, Crystallographic communications Crystallographic communications, 2023-01, Vol.79 (Pt 2), p.74-78
• Main Authors: Sokhna, Seynabou, Seck, Insa, Thiam, Ibrahima El Hadj, Presset, Marc, Ndoye, Samba Fama, Ba, Lalla Aïcha, Samb, Issa, Coles, Simon, Orton, James, Seck, Matar, Le Gall, Erwan, Gaye, Mohamed
• Format: Article
• Language: English
• Subjects: Research Communications
• ISSN: 2056-9890; 2056-9890
• DOI: 10.1107/S2056989023000129

Two new heterocyclic 1,2,3-triazenes were synthesized by diazo-tation of 3-amino-pyridine following respectively by coupling with morpholine or 1,2,3,4-tetra-hydro-quinoline. 4-[(Pyridin-3-yl)diazen-yl]morpholine ( ), C H N O, has monoclinic 2 / symmetry at 100 K, while 1-[(pyridin-3-yl)diazen-yl]-1,2,3,4-tetra-hydro-quinoline ( ), C H N , has monoclinic 2 / symmetry at 100 K. These 1,2,3-triazene derivatives were synthesized by the organic medium method by coupling reactions of 3-amino-pyridine with morpholine and 1,2,3,4-tetra-hydro-quinoline, respectively, and characterized by H NMR, C NMR, IR, mass spectrometry, and single-crystal X-ray diffraction. The mol-ecule of compound consists of pyridine and morpholine rings connected by an azo moiety (-N=N-). In the mol-ecule of , the pyridine ring and the 1,2,3,4-tetra-hydro-quinoline unit are also connected by an azo moiety. The double- and single-bond distances in the triazene chain are comparable for the two compounds. In both crystal structures, the mol-ecules are connected by C-H⋯N inter-actions, forming infinite chains for and layers parallel to the plane for .