Month 2018
Efficient Green Synthesis of Heterocyclic Compounds
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Wattamwar, P. P. Bioorg Med Chem Lett 2014, 24, 2940.
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[18] Weigt, S.; Huebler, N.; Strecker, R.; Braunbeck, T.;
Broschard, T. H. Reprod Reproductive Toxicol 2012, 33, 133.
[19] Mathew, V.; Keshavayya, J.; Vaidya, V. P.; Giles, D. Eur J
Med Chem 2007, 42, 823.
[20] Kirkiacharian, S.; Thuy, D. T.; Sicsic, S.; Bakhchinian, R.;
Kurkjian, R.; Tonnaire, T. J Il Farmaco 2002, 57, 703.
[21] Nida, N.; Farshori, M. R.; Banday, A. A.; Asad, U. K.; Rauf,
A. Med Chem Res 2011, 20, 535.
[22] Al-Masoudi, N. A.; Al-Soud, Y. A. Nucleosides Nucleotides
Nucleic Acids 2008, 279, 1034.
[23] Arunkumar, S.; Iango, K.; Bairam, R.; Ramalakshmi, N. Der
Pharma Chem 2009, 1, 70.
[24] De Oliveira, P. E. S.; Conserva, L. M.; Brito, A. C.; Lemos, R.
P. L. Pharm Biol 2005, 43, 53.
2NH); Anal. Calcd for C17H17N3O2S (327): % C, 62.37; %
H, 5.23; % N, 12.83; % S, 9.79; Found: % C, 62.11; % H,
5.02; % N, 12.69; % S, 9.53.
5,6-bis(4-Nitrophenyl)-1,2,4-triazine-3(2H)-thione (15).
White crystal; mp 248–250°C (EtOH); IR (cmꢀ1): 3189
(NH), 3099 (CH aromatic), 1625 (C═N); 1H-NMR
(400 MHz, DMSO-d6) δ (ppm): 7.11–7.67 (m, 8H,
Ar–H), 13.08 (br. s, 1H, NH); Anal. Calcd for
C15H9N5O4S (235.28): % C, 50.95; % H, 2.55; % N,
19.71; % S, 9.02; Found: % C, 50.81; % H, 2.32; % N,
19.59; % S, 8.80.
((5,6-bis(4-Chlorophenyl)-1,2,4-triazin-3-yl)thio)(4-
chlorophenyl)methanol (17).
White crystal; mp 220–
222°C (EtOH); IR (cmꢀ1): 3389 (OH), 3099 (CH
1
aromatic), 1625 (C═N); H-NMR (400 MHz, DMSO-d6)
[25] Fioravanti, S.; Pellacani, L.; Tardella, P. A.; Vergari, M. C.
Org Lett 2008, 10, 1449.
[26] Drewes, S. E.; Emslie, N. D.; Karodia, N.; Loizou, G. J. Synth
Commun 1990, 20, 1437.
[27] Speranza, G.; Meo, A. D.; Zanzola, S.; Fontanna, G.; Manitto,
P. J Synthesis 1997, 32, 931.
[28] Loupy, A. Current Chemistry; Springer-Verlag: Berlin Heidel-
berg, 1999 206.
δ (ppm): 4.22 (s, 1H, CH), 7.22–7.86 (m, 12H, Ar–H),
13.08 (br. s, 1H, OH); Anal. Calcd for C22H14Cl3N3OS
(474): % C, 55.66; % H, 2.97; % Cl, 22.40; % N, 8.85;
% S, 6.75 Found: % C, 55.41; % H, 2.72; % Cl, 22.18;
% N, 8.69; % S, 6.54.
[29] Marvaniya, H. M.; Modi, N. K.; Sen, D. J. Int J Drug Dev &
Res 2011, 3, 34.
Acknowledgment. The authors would like to extend their sincere
appreciation to the Deanship of Scientific Research (C) 22550035
from DRC, NRC, and EPRI for the Promotion of Science and Ain
Shams University for their cooperation in this research.
[30] Sugino, T.; Tanaka, K. Chem Lett 2001, 30, 110.
[31] Bose, A. K.; Pednekar, S.; Ganguly, S. N.; Chakraborty, G.;
Manhasa, M. S. A Tetrahedron Lett 2004, 45, 8351.
[32] Muškinja, J.; Janković, N.; Ratković, Z.; Bogdanović, G. Mol
Divers 2016, 20, 591.
[33] Katritzky, A. R.; Serdyuk, L.; Chassaing, C.; Toader, D.;
Wang, X. J.; Forood, B.; Flatt, B.; Sun, C. C.; Vo, K. J Comb Chem
2000, 2, 182.
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Journal of Heterocyclic Chemistry
DOI 10.1002/jhet