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91–8.10 (m, 17H, Ar–CH), 8.18–8.42 (m, 2H, CH=CH).
13C NMR (CDCl3, 500 MHz) d ppm: 198.6 (C=O), 170.1
(C-2), 168.4 (C-4), 163.2 (C-9), 160.7 (C000-4), 155.9 (CH=
CH), 149.3 (C00-1), 146.4 (C-7), 145.9 (C00-4), 141.6 (C-5),
140.2 (C0-4), 137.0 (C00-3), 135.8 (C0-3), 132.2 (C00-5), 131.
5 (C0-5), 129.0 (C0-1), 126.6 (C000-6), 125.9 (C0-6), 124.3
(C00-6), 122.7 (C000-1), 119.2 (C000-2), 117.5 (C0-2), 114.9
(C00-2), 113.0 (C-6), 110.5 (C-8), 109.2 (C-10), 105.7 (CH=
CH), 102.6 (C000-3), 101.4 (C000-5). MS: m/z 443 [M?].
Anal. Cald for C29H21N3O2: C, 78.54; H, 4.77; N, 9.47.
Found: C, 78.33; H, 4.75; N, 9.50.
128.3 (C0-1), 125.5 (C000-6), 124.7 (C0-6), 122.9 (C00-6), 120.8
(C000-3), 119.2 (C000-5), 118.7 (C000-2), 118.0 (C0-2), 115.2
(C00-2), 114.6 (C-6), 112.5 (CF3), 111.2 (C-8), 110.9 (CH=
CH), 107.3 (C-10). MS: m/z 496 [M?]. Anal. Cald for
C30H19F3N2O2: C, 72.58; H, 3.86; N, 5.64. Found: C, 72.34;
H, 3.87; N, 5.66.
3-(4-(3-(4-Chlorophenyl)acryloyl)phenyl)-2-phenylquinaz-
olin-4(3H)-one (4g) Yield 70 %, m.p. 192–195 °C. IR
(KBr) cm-1: 3,081 (Ar–CH), 1,727 (C=O), 743 (C–Cl). 1H
NMR (CDCl3, 500 MHz) d ppm: 6.93–7.90 (m, 17H, Ar–
CH), 7.98–8.24 (m, 2H, CH=CH). 13C NMR (CDCl3,
500 MHz) d ppm: 196.1 (C=O), 170.7 (C-2), 164.8 (C-4),
160.5 (C-9), 158.2 (CH=CH), 155.4 (C00-1), 151.9 (C000-4),
150.0 (C00-4), 149.3 (C-7), 146.7 (C000-1),145.5 (C0-4), 144.
2 (C00-3), 140.7 (C0-3), 135.1 (C000-3), 134.8 (C00-5), 133.0
(C0-5), 130.3 (C000-5), 128.5 (C-5), 125.6 (C0-1), 122.9 (C000-
6), 120.7 (C-6), 119.5 (C0-6), 118.2 (C00-6), 115.1 (C000-2),
112.7 (C0-2), 111.8 (C00-2), 108.9 (C-8), 105.1 (CH=CH),
101.5 (C-10). MS: m/z 464 [M?2]. Anal. Cald for
C29H19ClN2O2: C, 75.24; H, 4.14; N, 6.05. Found: C, 75.
51; H, 4.13; N, 6.03.
3-(4-(3-(4-Hydroxyphenyl)acryloyl)phenyl)-2-phenylqui-
nazolin-4(3H)-one (4d) Yield 75 %, m.p. 189–192 °C. IR
(KBr) cm-1: 3,526 (OH), 3,098 (Ar–CH), 1,695 (C=O). 1H
NMR (CDCl3, 500 MHz) d ppm: 5.64 (s, 1H, OH), 6.75–7.
99 (m, 17H, Ar–CH), 8.05–8.31 (m, 2H, CH=CH). 13C
NMR (CDCl3, 500 MHz) d ppm: 190.5 (C=O), 165.3 (C-
2), 162.9 (C-4), 158.1 (C000-4), 157.4 (C-9), 151.6 (CH=
CH), 146.2 (C00-1), 145.8 (C-7), 143.7 (C00-4), 142.5 (C-5),
141.9 (C0-4), 139.2 (C00-3), 138.700(0C0-3), 136.3 (C00-5), 133.
4 (C0-5), 131.8 (C0-1), 128.2 (C -6), 126.5 (C0-6), 125.0
(C00-6), 124.4 (C’’‘-1), 123.2 (C000-2), 119.6 (C0-2), 117.1
(C00-2), 114.8 (C-6), 113.9 (C-8), 109.0 (C-10), 107.6 (CH=
CH), 103.7 (C000-3), 101.3 (C000-5). MS: m/z 444 [M?].
Anal. Cald for C29H20N2O3: C, 78.36; H, 4.54; N, 6.30.
Found: C, 78.65; H, 4.53; N, 6.28.
3-(4-(3-(4-Fluorophenyl)acryloyl)phenyl)-2-phenylquinaz-
olin-4(3H)-one (4h) Yield 74 %, m.p. 156–158 °C. IR
(KBr) cm-1: 3,056 (Ar–CH), 1,733 (C=O), 1,119 (C–F). 1H
NMR (CDCl3, 500 MHz) d ppm: 7.18–8.13 (m, 17H, Ar–
CH), 8.22–8.50 (m, 2H, CH=CH). 13C NMR (CDCl3,
500 MHz) d ppm: 205.9 (C=O), 174.2 (C-2), 170.5 (C000-4),
163.7 (C-4), 154.3 (C-9), 153.0 (CH=CH), 150.8 (C00-1),
148.1 (C00-4), 147.5 (C-7), 142.6 (C000-1),141.4 (C0-4), 140.0
(C00-3), 137.2 (C0-3), 135.1 (C00-5), 134.5 (C0-5), 130.8 (C-5),
128.1 (C0-1), 125.7 (C000-6), 124.9 (C000-2), 121.3 (C-6), 120.8
(C0-6), 115.5 (C00-6), 114.7 (C-8), 113.2 (C0-2), 110.4 (C00-2),
109.8 (CH=CH), 106.6 (C-10), 102.5 (C000-3), 100.9 (C000-5).
MS: m/z 446 [M?]. Anal. Cald for C29H19FN2O2: C, 78.01;
H, 4.29; N, 6.27. Found: C, 78.29; H, 4.30; N, 6.25.
3-(4-(3-(4-Nitrophenyl)acryloyl)phenyl)-2-phenylquinaz-
olin-4(3H)-one (4e) Yield 79 %, m.p. 214–216 °C. IR
(KBr) cm-1: 3,053 (Ar–CH), 1,738 (C=O), 1,520 & 1,307
(NO2). 1H NMR (CDCl3, 500 MHz) d ppm: 6.80–7.95 (m,
17H, Ar–CH), 8.07–8.33 (m, 2H, CH=CH). 13C NMR
(CDCl3, 500 MHz) d ppm: 194.1 (C=O), 174.8 (C-2), 165.
2 (C-4), 163.4 (C-9), 152.0 (C000-4), 150.9 (CH=CH), 147.3
(C000-1), 146.5 (C00-1), 144.6 (C-7), 143.2 (C00-4), 142.0 (C0-
4), 141.7 (C00-3), 137.5 (C0-3), 130.9 (C00-5), 129.9 (C0-5),
126.1 (C-5), 124.5 (C0-1), 120.4 (C000-6), 119.7 (C0-6), 115.
8 (C00-6), 115.0 (C000-2), 113.3 (C0-2), 112.6 (C00-2), 112.1
(C-6), 109.5 (C-8), 109.0 (CH=CH), 106.2 (C000-3), 105.7
(C000-5), 104.8 (C-10). MS: m/z 473 [M?]. Anal. Cald for
C29H19N3O4: C, 73.56; H, 4.04; N, 8.87. Found: C, 73.81;
H, 4.03; N, 8.89.
3-(4-(3-(3-Methoxyphenyl)acryloyl)phenyl)-2-phenylqui-
nazolin-4(3H)-one (4i) Yield 78 %, m.p. 238–240 °C. IR
(KBr) cm-1: 3,117 (Ar–CH), 1,716 (C=O), 1,054 (C–O-C).
1H NMR (CDCl3, 500 MHz) d ppm: 3.69 (s, 3H, OCH3), 6.
84–7.88 (m, 17H, Ar–CH), 7.93–8.19 (m, 2H, CH=CH).
13C NMR (CDCl3, 500 MHz) d ppm: 191.7 (C=O), 169.2
(C-2), 165.6 (C-4), 159.5 (C000-3), 155.1 (C-9), 152.9 (CH=
CH), 146.5 (C00-1), 144.2 (C000-1), 143.0 (C0-1), 138.6 (C-7),
135.4 (C00-4), 134.9 (C-5), 133.4 (C0-4), 130.1 (C00-3), 128.
3 (C000-5), 127.8 (C0-3), 125.5 (C00-5), 120.9 (C0-5), 119.4
(C0-6), 118.6 (C00-6), 116.3 (C0-2), 111.7 (C00-2), 110.0 (C-
6), 108.2 (C-8), 106.9 (C-10), 103.5 (CH=CH), 101.2 (C000-
6), 99.6 (C000-4), 95.1 (C000-2), 63.4 (OCH3). MS: m/z 458
[M?]. Anal. Cald for C30H22N2O3: C, 78.59; H, 4.84; N, 6.
11. Found: C, 78.34; H, 4.83; N, 6.13.
2-Phenyl-3-(4-(3-(4-(trifluoromethyl)phenyl)acryloyl)phenyl)
quinazolin-4(3H)-one (4f) Yield 81 %, m.p. 220–222 °C.
IR (KBr) cm-1: 2,989 (Ar–CH), 1,703 (C=O), 1,136 (C–F).
1H NMR (CDCl3, 500 MHz) d ppm: 6.56–7.84 (m, 17H, Ar–
CH), 7.95–8.26 (m, 2H, CH=CH). 13C NMR (CDCl3,
500 MHz) d ppm: 189.5 (C=O), 180.2 (C-2), 177.6 (C-4),
170.3 (C-9), 164.8 (CH=CH), 155.5 (C000-1), 150.9 (C00-1),
148.2 (C-7), 147.7 (C00-4), 145.6 (C0-4), 144.0 (C000-4), 143.1
(C00-3), 142.8 (C0-3), 137.1 (C00-5), 132.4 (C0-5), 130.0 (C-5),
123