Table 2.
Yields and Chemical Characterization of Triazoloquinazoline Derivatives
compd no. | % yield | mp (°C) | MS | formula | anal. |
---|---|---|---|---|---|
3 | 29 | 184–185 | EI: 375 | C20H14N5O2Cl·0.81H2O | C,H,N |
4 | 12 | 258–260 | EI: 433 | C22H16N5O3Cl·0.53CH2Cl2 | C,H,N |
5 | 25 | 210–211 | CI: 545 | C21H14N6O2ClI | C,H,N |
6 | 45 | 197–199 | EI: 418 | C21H15N6O2Cl·0.64H2O | C,H,N |
7 | 22 | 280–282 | EI: 529 | C21H13N5O2ClI·0.94(CH3)2CO | C,H,N |
8 | 16 | 224–227 | CI: 530 | C21H13N5O2ClI·1.17(CH3)2CO | C,H,N |
9 | 51 | 260–262 dec | EI: 529 | C21H13N5O2ClI | C,H,N |
10 | 33 | 248–250 | CI: 438 | C21H13N5O2Cl2 | C,H,N |
11 | 38 | 207–209 dec | EI: 417 | C22H16N5O2Cl | C,H,N |
12 | 58 | 115–118 | EI: 417 | C22H16N5O2Cl | C,H,N |
13 | 57 | 205–207 | CI: 480 | C27H18N5O2Cl | C,H,N |
14 | 100 | 175–178 | EI: 493 | C28H20N5O2Cl | C,H,N |
15 | 65 | 253–255 | EI: 417 | C22H17N5O2Cl | C,H,N |
16 | 43 | 305–307 | CI: 416 | C21H15N5O2Cl | C,H,N |
17 | 13 | 131–134 | CI: 457 | C21H21N6O4Cl | C,H,N |
18 | 15 | 220 | CI: 457 | C21H21N6O4Cl·2.6CH3OH | C,H,N |
19 | 50 | 216–218 | CI: 457 | C21H21N6O4Cl | C,H,N |
21 | 53 | 189–192 | CI: 485 | C23H25N6O4Cl | C,H,N |
22 | 100 | 196–198 | CI: 499 | C24H27N6O4Cl | C,H,N |
23 | 100 | 156–157 | EI: 512 | C25H29N6O4Cl·0.91H2O | C,H,N |
24 | 56 | 175–176 | FAB: 357 | C16H13N6O2Cl | FAB+a |
25 | 71 | 278 | FAB: 357 | C16H13N6O2Cl | FAB+a |
26 | 72 | 137–139 | EI: 356 | C16H13N6O2Cl·CF3COOH | C,H,N |
28 | 64 | 231–232 | FAB: 385 | C18H17N6O2Cl | FAB+a |
29 | 80 | 153–155 | CI: 399 | C19H19N6O2Cl·CF3COOH·0.87CH3OH | C,H,N |
30 | 70 | 165–167 | EI: 412 | C20H21N6O2Cl | FAB+a |
31 | 71 | 149–151 | EI: 503 | C26H22N5O4Cl·CF3COOH | C,H,N |
32 | 54 | 185–187 | EI: 399 | C18H14N5O4Cl·0.3EtOAc | C,H,N |
33 | 62 | 165 | EI: 455 | C22H22N5O4Cl·0.37(C2H5)2O | C,H,N |
34 | 26 | 209–211 | FAB: 400 | C18H14N5O4Cl·0.56CH2Cl2 | C,H,N |
High-resolution mass in FAB+ mode (m/z) determined to be within acceptable limits. 24: calcd, 357.0867; found, 357.0879. 25: calcd, 357.0867; found, 357.0865. 28: calcd, 385.1180; found, 385.1168. 30: calcd, 413.1491; found, 413.1493.