2-chloro-5-(((E)-2-(((E)-2,2,2-trifluoroethylidene)hydrazono)imidazolidin-1-yl)methyl)pyridi ne

2-chloro-5-(((E)-2-(((E)-2,2,2-trifluoroethylidene)hydrazono)imidazolidin-1-yl)methyl)pyridi ne (5):

white solid, mp 114–115 o C;

1 H NMR (400 MHz, CDCl3) δ 8.33 (d, J = 2.2 Hz, 1H), 7.68 (q, J = 8.0, Hz, 1H), 7.48 (q, J = 4.5 Hz, 1H), 7.31 (d, J = 8.2 Hz, 1H), 5.88 (s, 1H), 4.50 (s, 2H), 3.55 (t, J = 7.8 Hz, 2H), 3.46 – 3.40 (m, 2H); 19F NMR (376 MHz, CDCl3) δ –66.13 (d, J = 4.5 Hz);

13C NMR (100 MHz, CDCl3) δ 165.04, 150.86, 149.32, 134.55 (q, JC-F = 35.63 Hz), 131.37, 124.45, 121.27 (q, JC-F = 268.16 Hz) 46.83, 45.14, 40.68;

IR (KBr) ν 2884.47, 1638.83, 1568.03, 1515.93, 1338.41, 1266.40, 1115.71, 1020.69, 896.58, 739.17, 593.14 cm-1 ;

HRMS (ESI) found: m/z 306.0726, [M+H]+ calcd. for C11H12ClF3N5 + 306.0728.




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