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947-88-6

3-(2-PYRIDYL)-1,2,3-TRIAZOLO(1,5-A)PYRIDINE synthesis

7synthesis methods
-

Yield:947-88-6 75%

Reaction Conditions:

with acetic acid;toluene-4-sulfonic acid hydrazide in methanol; for 6 h;Reflux;

Steps:

2.2 Synthesis of ligand

A mixture of p-toulenesulphonyl hydrazine (200 mg,1.29 mmol) and dipyridyl ketone (238 mg, 1.29 mmol) alongwith two drops of glacial acetic acid was refluxed inmethanol for 6 h (Scheme 1). The solvent was removed usingrotavapor and the product, yellow oily mixture was passedthrough silica gel column using hexane and methanol (1:1)as solvents. The compound was obtained as yellow solid.M.p.: 160°C. Yield: (75%). FTIR (KBr pellet, cm-1): 3079ν(C-H), 1631 ν(C=N), 1601 ν(C=C). 1H NMR (DMSO-d6, 400MHz, δ, ppm): 9.24 (d, 1H, JHH = 7.2 Hz), 8.75 (d, 1H,JHH = 4.4 Hz), 8.53 (d, 1H, JHH = 8.8 Hz), 8.37 (d, 1H,JHH = 7.6 Hz), 8.20-8.13 (m, 2H), 7.67 (t, 1H, JHH = 7.6Hz), 7.36 (t, 1H, JHH = 7.6 Hz). UV/Vis (MeOH) λmax, nm(ε, M-1 cm-1) = 222 (2.12 × 105), 264 (1.0 × 105), 306(1.21 × 105). HRMS (ESI) m/z: calcd.: 196.0749, found: 197.0851 [M+H]+. Anal. Calcd. (%) for C11H8N4C, 67.34;H, 4.11; N, 28.55. Found (%): C, 67.64; H, 3.91; N, 28.75.

References:

Palepu, Narasinga Rao;Kollipara, Mohan Rao [Journal of Chemical Sciences,2017,vol. 129,# 2,p. 177 - 184]