2736
GOUD et al.
(1H, 21,61-H, J = 1.506 Hz), 8.62 s (1H, 10-H). 13C
NMR spectrum, δC, ppm: 19, 110.5, 112.9, 114.4,
116.2, 127.1, 128.8, 129, 129.7, 134.2, 135.5, 138.4,
150.8, 152.2, 156.3, 159.2, 160.2, 190.8. Mass spectrum:
m/z 401. Found, %: C 59.84, H 2.49. C20H10Cl2O5.
Calculated, %: C 59.87, H 2.51.
4. Kwon, O.S., Choi, J.S., and Islam, M.N., Arch. Pharm.
Res., 2011, vol. 34, p. 1561. doi 10.1007/s12272-011-
0919-0
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vol. 14, p. 939. doi 10.3390/molecules14030939
6. Kim, S.H., Kang, K.A., Zhang, R., Piao, M.J., Ko, D.O.,
Wang, Z.H., Chae, S.W., Kang, S.S., Lee, K.H.,
Kang, H.K., Kang, H.W., and Hyun, J.W., Acta
Pharmacol. Sinica, 2008, vol. 29, p. 1319. doi 10.1111/
j.1745-7254.2008.00878.x
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doi 10.1271/bbb.100110
9-(o-Methylbenzoyl)-6-chloro-4-methylpyrano-
[2,3-f]chromene-2,8-dione (8i). mp 233°C. IR
spectrum, ν, cm–1: 1765.0 and 1716.0 (C=O), 1613
1
(C=C). H NMR spectrum, δ, ppm: 2.51 d (3H, CH3,
J = 1.255 Hz), 6.35 d (1H, 3-H, J = 1.255 Hz), 7.860 s
(1H, 5-H), 7.51 m (2H, 31,51-H), 7.65 t.t.t (1H, 41-H),
7.89 d (1H, 61-H, J = 1.506 Hz), 7.89 d (1H, 21-H, J =
1.255 Hz), 8.62 s (1H, 10-H). 13C NMR spectrum, δC,
ppm: 19, 21, 110, 112.9, 117.4, 1187.2, 127.1, 128.8,
129, 129.7, 134.2, 135.5, 138.4, 150.8, 152.2, 156.3,
159.2, 160.5, 190.8. Mass spectrum: m/z 381 [M + H]+.
Found, %: C 66.20, H 3.42. C21H13ClO5. Calculated,
%: C 66.24, H 3.44. M 381.78.
9. Yun, E.S., Park, S.S., Shin, H.C., Choi, Y.H.,
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0.1021/jo702552f
9-(p-Nitrobenzoyl)-6-chloro-4-methylpyrano-
[2,3-f]chromene-2, 8-dione (8j). mp 240°C. IR spec-
trum, ν, cm–1: 1765.0 and 1716.0 (C=O), 1613 (C=C).
1H NMR spectrum, δ, ppm: 2.51 d (3H, CH3, J =
1.255 Hz), 6.35 d (1H, 3-H, J = 1.255 Hz), 7.860 s
(1H, 5-H),8.96 d (2H, 61, 21-H, J = 1.255 Hz), 8.30 d
(2H, 31,51-H, J = 8.784 Hz), 8.62 s (1H, 10-H). 13C
NMR spectrum, δC, ppm: 19, 108, 112.9, 114.4, 118.2,
125.1, 127.8, 129, 129.7, 134.2, 135.5, 140.4, 150.8,
152.2, 156.3, 159.5, 160, 191.2. Mass spectrum: m/z
412 [M + H]+. Found, %: C 58.30, H 2.43, N 3.37.
C20H10ClNO7. Calculated, %: C 58.34, H 2.45, N 3.40.
M 411.75.
13. Proença, F. and Costa, M., Green Chem., 2008, vol. 10,
p. 995. doi 10.1039/B807892K
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Educ., 2004, vol. 81, p. 874. doi 10.1021/ed081p874
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Marechal, A., Tetrahedron, 2005, vol. 61, p. 7012. doi
10.1016/j.tet.2005.05.020
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doi 10.1016/S0040-4039(03)00249-1
ACKNOWLEDGMENTS
The authors are thankful to the Head, Department
of Chemistry, Osmania University, Hyderabad, for
providing Laboratory facilities and the Director,
CFRD, Osmania University, Hyderabad, for providing
spectral analysis facilities. Erukala Yadaiah Goud, is
thankful to CSIR, New Delhi, India, for financial
support in the form of CSIR-SRF.
17. Heravi, M.M., Poormohammad, N., Beheshtiha, Y.Sh.,
Bahernejad, B., and Malakooti, R., Bull. Chem. Soc.
Ethiop., 2010, vol. 24, p. 273. ISSN 1011-3924.
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and Satyanarayan, N.D., Org. Commun., 2011, vol. 4,
p. 26. ISSN 1307-6175.
19. Pechmann, H. and Duisberg, C., Ber. Dtsch. Chem.
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RUSSIAN JOURNAL OF GENERAL CHEMISTRY Vol. 86 No. 12 2016