Substrate scope for the syntheses of substituted benzo[d]imidazo[2,1-b]thiazoles 3.
| |||||||
|---|---|---|---|---|---|---|---|
| Entry | R1 | (C6H5)R2 | Yielda | LRMSb | H-bond donor | H-bond acceptor | clog Pc |
| 3a | H | C6H5 | 95 | 250 | 0 | 2 | 4.86 |
| 3b | H | 4-(C6H5)CH3 | 94 | 264 | 0 | 2 | 5.36 |
| 3c | H | 4-(C6H5)OCH3 | 93 | 280 | 0 | 3 | 4.87 |
| 3d | H | –CO2Et | 95 | 246 | 0 | 4 | 2.94 |
| 3e | H | 4-(C6H5)CN | 96 | 275 | 0 | 3 | 4.29 |
| 3f | H | 4-(C6H5)–CF3 | 92 | 318 | 0 | 2 | 5.74 |
| 3g | H | 4-(C6H5)NO2 | 90 | 295 | 0 | 3 | 4.60 |
| 3h | 7-OEt | 4-(C6H5)CH3 | 94 | 308 | 0 | 3 | 5.90 |
| 3i | 7-OEt | 4-(C6H5)–CF3 | 94 | 362 | 0 | 3 | 6.28 |
| 3j | 7-OEt | 2,4-(C6H5)(F)2 | 92 | 330 | 0 | 3 | 5.69 |
| 3k | 7-NO2 | C6H5 | 90 | 295 | 0 | 4 | 4.61 |
| 3l | 7-NO2 | 4-(C6H5)CF3 | 92 | 363 | 0 | 4 | 5.50 |
Isolated yields.
LMRS was recorded by using the GC-MS method.
clog P estimated by using by ChemBioOffice 2010.