M. A. Kumari et al.
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1608.9 (C=N), 1703.3 (C=O), 2888.9 (CH2), 3075 (=CH); H NMR (400 MHz,
CDCl3) dH: 2.27 (s, 3H, CH3), 5.44 (s, 2H, CH2), 7.29–7.36 (m, 3H), 7.69–7.72 (m,
3H), 7.89 (s, 1H), 7.99 (d, J = 7.6 Hz, 1H), 8.08 (s, 1H), 8.19 (s, 1H, triazole CH);
13C-NMR (100 MHz, CDCl3) d: 14.7, 67.4, 116.3, 117.3, 118.5, 119.6, 121.0,
123.3, 124.4, 128.2, 130.2, 131.2, 132.0, 134.3, 141.1, 143.2, 143.5, 144.3, 154.9,
156.4, 159.9; LC–MS (positive ion mode): m/z 429 [M ? H]?, 451 [M ? Na]? for
C21H15F3N4O3. Anal. calcd. For C21H15F3N4O3: C, 58.88; H, 3.53; N, 13.08; found:
C, 59.08; H, 3.73; N, 13.23.
3-(1-((1-(3-nitrophenyl)-1H-1,2,3-triazol-4-yl)methoxyimino)ethyl)-2H-chromen-2-
one (6e) Yield: 65%, m.p: 135 °C; IR (KBr, m cm-1): 1528.5 (NO2), 1605.3
(C=N), 1706.6 (C=O), 2855.7 (CH2), 2920.0 (=CH); H NMR (400 MHz, CDCl3)
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dH: 2.27 (s, 3H, CH3), 5.45 (s, 2H, CH2), 7.52–7.58 (m, 4H, Ar–H), 7.76 (s, 1H), 7.9
(s, 1H), 8.28–8.32 (m, 3H, Ar–H), 8.66 (s, 1H, triazole CH); 13C-NMR (100 MHz,
CDCl3) d: 13.5, 66.6, 115.5, 117.8, 118.0, 120.2, 122.2, 122.6, 123.6, 123.8, 127.5,
130.0, 130.7, 131.2, 136.9, 140.4, 144.6, 152.9, 153.5, 158.5; LC–MS (positive ion
mode): m/z 406 [M ? H]?, 428 [M ? Na]? for C20H15N5O5. Anal. calcd. For
C20H15N5O5: C, 59.26; H, 3.73; N, 17.28; found: C, 59.38; H, 3.78; N, 17.35.
3-(1-((1-(2-fluorophenyl)-1H-1,2,3-triazol-4-yl)methoxyimino)ethyl)-2H-chromen-
2-one (6f) Yield: 60%, m.p:128 °C; IR (KBr, m cm-1): 1162.6 (C–F), 1602.8
(C=N), 1701.8 (C=O), 2933.1 (CH2), 3060.0 (=CH); H NMR (400 MHz, CDCl3)
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dH: 2.19 (s, 3H, CH3), 5.36 (s, 2H, CH2), 7.19–7.27 (m, 3H), 7.43–7.48 (m, 5H),
7.82 (s, 1H), 8.03 (s, 1H, triazole CH); 13C-NMR (100 MHz, CDCl3) d: 12.7, 64.8,
114.6, 115.0, 115.9, 117.7, 118.7, 123.1, 123.7, 124.4, 126.7, 127.7, 130.0, 131.2,
133.0, 134.3, 141.1, 147.8, 152.7, 159.0; LC–MS (positive ion mode): m/z 401
[M ? Na]? for C20H15FN4O3. Anal. calcd. For C20H15FN4O3: C, 63.49; H, 4.00; N,
14.81; found: C, 63.88; H, 4.23; N, 14.96.
3-(1-((1-phenyl-1H-1,2,3-triazol-4-yl)methoxyimino)ethyl)-2H-chromen-2-one (6g)
Yield: 75%, m.p: 110 °C; IR (KBr, m cm-1): 1600.8 (C=N), 1716.3 (C=O), 2856.7
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(CH2), 2919.5 (=CH), 3051.8 (Aromatic C–H); H NMR (400 MHz, CDCl3) dH:
2.27 (s, 3H, CH3), 5.44 (s, 2H, CH2), 7.27–7.35 (m, 3H), 7.44 (d, J = 7.5 Hz, 1H),
7.51–7.56 (m, 5H), 7.9 (s, 1H), 8.11 (s, 1H, triazole CH); 13C-NMR (100 MHz,
CDCl3) d: 14.2, 67.5, 112.9, 115.6, 117.1, 120.1, 121.6, 122.8, 128.4, 129.2, 129.8,
131.3, 131.9, 134.3, 142.7, 143.2, 149.0, 157.2; LC–MS (positive ion mode): m/z
361 [M ? H]?, 383 [M ? Na]? for C20H16N4O3. Anal. calcd. For C20H16N4O3: C,
66.66; H, 4.48; N, 15.55; found: C, 66.89; H, 4.73; N, 15.39.
3-(1-((1-(4-chlorophenyl)-1H-1,2,3-triazol-4-yl)methoxyimino)ethyl)-2H-chromen-
2-one (6h) Yield: 60%, m.p: 120 °C; IR (KBr, m cm-1): 1605.4 (C=N), 1702.9
(C=O), 2888.9 (CH2), 3070.1 (=C–H); 1H NMR (400 MHz, CDCl3) dH: 2.2 (s, 3H),
5.35 (s, 2H), 7.21–7.28 (m, 4H), 7.47 (d, J = 7.47 Hz, 2H), 7.56 (d, J = 8.24 Hz,
2H), 7.83 (s, 1H), 7.98 (s, 1H, triazole CH); 13C-NMR (100 MHz, CDCl3) d: 13.5,
66.7, 115.5, 117.8, 119.5, 120.2, 122.4, 123.3, 123.6, 123.9, 127.5, 129.2, 131.2,
133.7, 137.8, 140.3, 152.9, 158.5; LC–MS (positive ion mode): m/z 395 [M ? H]?,
123