《Crystal structure of 5-((bis(pyridin-2-ylmethyl)amino)methyl)quinolin-8-ol, C22H20N4O》 was published in Zeitschrift fuer Kristallographie – New Crystal Structures in 2020. These research results belong to Liu, Jia; Nie, Xu-Liang; Yin, Zhong-Ping; Peng, Da-Yong; Shi, Xu-Gen. Synthetic Route of C12H13N3 The article mentions the following:
C22H20N4O, monoclinic, P21/n (number 14), a = 11.1861(14) Å, b = 8.1418(10) Å, c = 20.461(3) Å, β = 97.433(1)°, V = 1847.8(4) Å3, Z = 4, Rgt(F) = 0.0357, wRref(F2) = 0.1002, T = 296(2) K. CCDC number: 1967398. To a mixture of 8-hydroxyquinoline-5-carbaldehyde (1.04 g, 6 mmol) and bis(pyridin-2-ylmethyl)amine (1.22 g, 6 mmol) in CH2Cl2 (50 mL) was added sodium triacetoxyborohydride (1.4 g, 6.6 mmol) at 0 °C. The mixture was stirred for 24 h at room temperature Dichloromethane was removed by evaporation and the residue was purified by chromatog. on silica gel (eluent: Et acetate) to give the yellow solid [5, 6]. m.p. 102 °C-106 0C; 1H NMR (400 MHz, CDCl3) δ [ppm] 8.78-8.73 (m, 1H), 8.65-8.57 (m, 1H), 8.56-8.51 (m, 2H), 7.67- 7.60 (m, 2H), 7.55-7.49 (m, 1H), 7.48-7.42 (m, 1H), 7.41-7.35 (m, 2H), 7.21-7.13 (m, 2H), 7.06 (d, j = 7.8 Hz, 1H), 4.25-4.14 (m, 2H), 4.06-3.95 (m, 4H); 13C NMR (100 MHz, CDCl3) δ [ppm] 158.07, 152.08, 148.51, 147.48, 138.48, 136.81, 133.99, 129.86, 127.77,124.02,123.65,122.31,121.53,108.94, 59.681, 56.29. After reading the article, we found that the author used Bis(pyridin-2-ylmethyl)amine(cas: 1539-42-0Synthetic Route of C12H13N3)
Bis(pyridin-2-ylmethyl)amine(cas: 1539-42-0) is a secondary amine with two picolyl substituents. As a tridentate ligand this compound provides three nitrogen donors that affords good selectivity for Zn2+ over biologically relevant metals such as Na+, K+, Mg2+ and Ca2+, and leaves coordination sites free for anion binding. Synthetic Route of C12H13N3