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Acknowledgments
We thank MESRS (Ministère de l’Enseignement Superieur et de
la Recherche Scientifique) and ANDRU (Agence Nationale pour le
Développement de la Recherche Universitaire), Algeria, for partial
financial support. The authors thank Dr. Thierry Roisnel, Centre
de Diffractometrie X (CDIFX) de Rennes, Université de Rennes 1
France, for his technical assistance in the single X-ray data
collection.
Supplementary data
Supplementary data associated with this article can be found,
05.097. These data include MOL files and InChiKeys of the most
important compounds described in this article.
References and notes
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19. Selected data for 2-phenyl-2,3-dihydroquinolin-4(1H)-one (2a):1H NMR
(250 MHz, CDCl3) d 7.90 (dd, J = 7.9, 1.5 Hz, 1H), 7.51–7.34 (m, 5H), 6.82 (td,
J = 7.0, 1.0 Hz, 1H), 6.75 (d, J = 7.9 Hz, 1H), 4.78 (dd, J = 13.2, 4.3 Hz, 1H), 4.57 (s,
1H), 2.92–2.81 (m, 2H). 13C NMR (62.9 MHz, CDCl3) d 193.3, 151.6, 140.9, 135.4,
128.9, 128.4, 127.5, 126.6, 118.9, 118.3, 115.9, 62.5, 46.4.
20. Crystal structure analysis for 2a: C15H13NO, Mr = 223.26 g mol.1, mp 149 °C,
orthorhombic, space group
P
212121, a = 5.6799(13) Å, b = 13.596(3) Å,
c = 15.013(4) Å, = b = q
a
c
= 90, V = 1159.4(5) Å3, Z = 4,
c = 1.279 cm3,
F(000) = 472, crystal size: 0.37 ꢀ 0.22 ꢀ 0.16 mm. Crystallographic data
(excluding structure factors) for compound 2a have been deposited with the
Cambridge Crystallographic Data Centre as supplementary publication number
CCDC 827683. This data can be obtained free of charge from The Cambridge
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21. The synthesis of 20-aminochalcone (1a) is representative of the general
procedure employed. To
a solution of 10% NaOH (60 mg, 1.5 mmol) and
EtOH (10 mL) was added 106 mg (1 mmol) of benzaldehyde and 20-
aminoacetophenone (1 mmol, 135 mg). The mixture was stirred at 25 °C for
24 h. The contents were then cooled and poured into cold H2O. The solid
obtained was filtered, washed, and dried to afford the chalcone 1a in 82% of
yield.
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Chandrasekhar, S.; Vijeender, K.; Sridhar, Ch. Tetrahedron Lett. 2007, 48, 4935.