Table 3 Synthesis of pyrimidine-5-carbonitrile derivatives in the presence of bone char-nPrN-SO3H as catalyst under solvent-free conditions at 80 °C.
Entry | R | x | Time (min) | Yield (%) | TON | TOF min− 1 |
|---|---|---|---|---|---|---|
1 | H | O | 12 | 91 | 227 | 1137 |
2 | 4-Cl | O | 5 | 97 | 242 | 2921 |
3 | 4-NO2 | O | 15 | 93 | 232 | 930 |
4 | 2,4-Cl2 | O | 4 | 98 | 245 | 3712 |
5 | 4-(CH3) | O | 25 | 90 | 225 | 548 |
6 | 2-Cl- | O | 9 | 95 | 237 | 1583 |
7 | 4-Br | O | 4 | 98 | 245 | 3712 |
8 | H | S | 30 | 96 | 245 | 490 |
9 | 4-Cl | S | 20 | 95 | 237 | 719 |
10 | 4-NO3 | S | 38 | 90 | 225 | 357 |
11 | 2,4-Cl2 | S | 23 | 95 | 237 | 625 |
12 | 4-(CH3) | S | 40 | 91 | 227 | 344 |
13 | 2-Cl | S | 35 | 94 | 235 | 405 |
14 | 4-Br | S | 17 | 93 | 232 | 830 |