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947.1, 939.3, 906.5, 825.5, 756.1, 733.0, 713.7, 680.9,
1
642.3, 609.5; H NMR (300 MHz; CDCl3) d 9.10 (s, 1H),
7.81(d, J = 7.5 Hz, 2H), 7.59–7.41 (m, 8H); 13C NMR
(75 MHz; CDCl3) d 154.2, 151.1, 138.5, 133.7, 132.3,
131.4, 130.3, 129.8, 129.1, 128.8, 128.7, 127.3, 120.1,
116.1, 113.7, 78.7; GC/MS (m/z) 330 (M?); Anal. Calcd
for C19H11ClN4: C, 68.99; H, 3.35; N, 16.94, Found: 69.01;
H, 3.39; N, 16.91.
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258:302
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3:3222
4.2.5 2-[(3-(4-Methoxyphenyl)-1-phenyl-1H-pyrazol-4-
yl)methylene]malononitrile (28)
Yellow solid; m.p. 170–171 °C; IR (m cm-1) 2360.9,
2222.0, 1573.9, 1508.3, 1446.6, 1340.5, 1259.5, 1228.7,
1178.5, 1026.1, 952.8, 902.6, 841.0, 756.1, 684.7, 634.6,
607.6; 1H NMR (300 MHz; CDCl3) d 9.01 (s, 1H),
7.82–7.78 (m, 3H), 7.56–7.43 (m, 5H), 7.06 (d,
J = 8.70 Hz, 2H), 3.89 (s, 3H); 13C NMR (75 MHz;
CDCl3) d 161.0, 156.2, 151.3, 138.6, 130.5, 129.8, 129.2,
128.6, 122.5, 120.1, 115.0, 114.7, 114.0, 113.9, 78.1, 55.5;
GC/MS (m/z) 326 (M?); Anal. Calcd for C20H14N4O: C,
73.61; H, 4.32; N, 17.17, Found: 73.66; H, 4.30; N, 17.14.
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37:1113
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10:767
36. Mogilaiah K, Prashanthi M, Reddy GR, Reddy CS, Reddy NV
(2003) Synth Commun 33:2309
Acknowledgments Financial support provided by the Department
of Science and Technology (DST-SERB), New Delhi, India under
Fast-Track Scheme [SR/FT/CS-149/2011] and the Council of Scien-
tific and Industrial Research (CSIR), New Delhi, India [02(0099)/12/
EMR II] are gratefully acknowledged.
37. Ren Z-J, Cao W-G, Tong W-Q (2002) Synth Commun 32:3475
38. Deb ML, Bhuyan PJ (2005) Tetrahedron Lett 46:6453
39. Mukhopadhyay C, Datta A (2008) Synth Commun 38:2103
40. Pratap UR, Jawale DV, Waghmare RA, Lingampalle DL, Mane
RA (2011) New J Chem 35(1):49
41. Phadtare SB, Shankarling GS (2012) Environ Chem Lett 10:363
42. Feroci M, Orsini M, Palombi L, Inesi A (2007) Green Chem 9:323
43. Li G, Xiao J, Zhang W (2012) Green Chem 14:2234
44. Patil S, Jadhav SD, Deshmukh MB (2013) J Chem Sci 125:851
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