PDF《6 4a》

12 + 13)), 7.21 (ddd, 1H,

3 J = 8.2 Hz,

3 J = 8.2 Hz,

4 J = 5.8 Hz, CH(7)), 6.59 (ddd, 1H,

3 J = 8.2 Hz,

4 J = 0.7 Hz,

5 J = 0.7 Hz, CH(8)), 6.39 (ddd, 1H,

3 J = 11.5 Hz,

3 J = 8.1 Hz,

4 J = 1.0 Hz, CH(6)), 5.70 (dd, 1H,

3 J = 1.9 Hz,

3 J = 1.9 Hz, CH(2))) ppm;

13 C-NMR (75 MHz, DMSO-d6): δ = 162.3 (d,

1 J = 256.7 Hz, CF(5)) , 160.9 (d,

3 J = 2.7 N H NH O

2 4 4a

5 6

7 8 8a

9 10

11 12

13 14 N H NH O Cl

2 4 4a

5 6

8 8a

9 10

11 12

13 14 N H NH O

2 4 4a

5 8 8a

9 10

11 12

13 14 Cl

7 N H NH O

2 4 4a

8 8a

9 10

11 12

13 14

7 F

6 CN NH2 O N H NH O + KOH/ H2O

100 °C/ 8h Hz, C=O(4)) , 150.2 (d,

3 J = 4.0 Hz, Cquart(8a)), 141.0 (Cquart(9)) , 134.1 (d,

3 J = 11.5 Hz, (CH(7)), 128.6 (CH(12)) , 128.4 (CH(11 + 13)) , 126.9 (CH(10 + 14)) , 110.5 (d,

4 J = 3.4 Hz, CH(8)), 104.5 (d,

2 J = 21.3 Hz, CH(6)), 103.83 (d,

2 J = 9.3 Hz, Cquart(4a)), 66.0 (CH2)) ppm;

MS: (EI,

70 eV) m/z (%) =

242 ([M] + , 20),

241 (29),

166 (11),

165 (100),

138 (59),

137 (16),

110 (31),

82 (10),

77 (21),

51 (14). 2-Phenyl-6-methyl-2,3-dihydroquinazolin-4(1H)-one

1 H-NMR (300 MHz, DMSO-d6): δ = 8.24 (s, 1H, NH(3)), 7.51 C 7.46 (m, 2H, CH(10 + 14)), 7.44 C 7.26 (m, 4H, CH(5 +

11 +

12 + 13)), 7.07 (dd, 1H,

3 J = 8.2 Hz,

4 J = 1.9 Hz, CH(7)), 6.92 (s, 1H, NH(1)), 6.66 (d, 1H,

3 J = 8.2 Hz, CH(8)), 5.70 (dd, 1H,

3 J = 1.9 Hz, CH(2)), 2.18 (s, 3H, CH3) ppm;

13 C-NMR (75 MHz, DMSO-d6): δ = 163.7 (C=O(4)), 145.7 (Cquart(8a)), 141.7 (Cquart(9)), 134.1 (Cquart(6)), 128.4 (CH(12)), 128.3 (CH(11 + 13)) 127.2 (CH5)), 126.9 (CH(10 + 14)), 125.8 (CH(7)), 115.0 (Cquart(4a)), 114.6 (CH(8)), 66.7 (CH(2)), 20.1 (CH3) ppm;

MS: (EI,

70 eV) m/z (%) =

238 ([M] + , 25),

237 (30),

236 (11),

162 (10),

161 (100),

134 (35),

133 (26),

106 (17),

79 (10),

78 (14),

77 (36),

51 (18). 2-Phenyl-6,7-dimethoxy-2,3-dihydroquinazolin-4(1H)-one

1 H-NMR (400 MHz, DMSO-d6): δ = 8.05 (s, 1H, NH(3)), 7.53 C 7.45 (m, 2H, CH(10 + 14)), 7.43 C 7.29 (m, 3H, CH(11 +

12 + 13)), 7.11 (s, 1H, CH(5)), 6.79 (s, 1H, NH(1)), 6.37 (s, 1H, CH(8)), 5.68 (dd,

3 J = 1.9 Hz,

3 J = 1.9 Hz, 1H, CH(2)), 3.72 (s, 3H, OMe), 3.67 (s, 3H, OMe) ppm;

13 C-NMR (101 MHz, DMSO-d6): δ = 163.8 (C=O(4)), 153.9 (Cquart(7)), 143.6 (Cquart(8a)), 141.7 (Cquart(9)), 141.5 (Cquart(6)), 128.4 (CH(12)), 128.2 (CH(11 + 13)), 126.8 (CH(10 + 14)), 109.8 (Cquart(4a)), 106.6 (CH(5)), 97.9 (CH(8)), 66.9 (CH(2)), 55.8 (C(OMe)), 55.4(C(OMe)) ppm;

MS: (EI,

70 eV) m/z (%) =

285 (13),

284 ([M] + , 61),

283 (35),

282 (31),

267 (29),

208 (16),

207 (100),

191 (12),

180 (39),

179 (23),

164 (21),

152 (10),

136 (24),

106 (14),

104 (27),

77 (26),

51 (13). 2-Phenyl-2,3-dihydropyrido[2,3-d]pyrimidin-4(1H)-one

1 H-NMR (300 MHz, DMSO-d6): δ = 8.60 (s, 1H, NH(3)), 8.14 (dd, 1H,

3 J = 4.9 Hz,

4 J = 2.0 Hz, CH(7)), 8.01 (s, 1H, NH(1)), 7.90 (dd, 1H,

3 J = 7.5,

4 J = 2.0 Hz, CH(5)), 7.62 C 7.14 (m, 5H, CH(10 +

11 +

12 +

13 + 14)), 6.70 (dd, 1H,

3 J = 7.5 Hz,

3 J = 4.9 Hz, CH(6)), 5.83 (dd, 1H,

3 J = 2.5 Hz,

3 J = 2.5 Hz, CH(2)) ppm;

13 C-NMR (75 MHz, DMSO-d6): δ = 162.8 (C=O(4)), 157.5 (Cquart(8a)), 152.9 (CH(7)), 142.3 (Cquart(9)), 135.7 (CH(5)), 128.4 (CH(12)), 128.3 (CH(11 + 13)), 126.3 (CH(10 + 14)), 113.8CH(6)), 109.5 (Cquart(4)), 65.1 (CH(2)) ppm;

MS: (EI,

70 eV) m/z (%) =

225 ([M] + , 14),

224 (26),

148 (100),