Table 2 Effect of solvents and different bases in C-S bond formation in a reaction between 1-bromo-4-nitrobenzene and thiophenol as a model reaction.
Entry | Solvent | Base | Catalyst(mg) | Temp. (°C) | Time (h) | Yield (%) |
|---|---|---|---|---|---|---|
1 | Toluene | K2CO3 | 30 | 80 | 10 | 67 |
2 | EtOH | K2CO3 | 30 | 80 | 10 | 56 |
3 | H2O | K2CO3 | 30 | 80 | 10 | 0 |
4 | DMSO | K2CO3 | 30 | 80 | 10 | 89 |
5 | CH3CN | K2CO3 | 30 | 80 | 10 | 57 |
6 | DMSO/EtOH | K2CO3 | 30 | 80 | 10 | 86 |
7 | Toluene/EtOH | K2CO3 | 30 | 80 | 10 | 51 |
8 | CH3CN/EtOH | K2CO3 | 30 | 80 | 10 | 55 |
9 | DMSO/EtOH | Cs2CO3 | 30 | 80 | 10 | 85 |
10 | DMSO/EtOH | KOH | 30 | 80 | 10 | 82 |
11 | DMSO/EtOH | NaHCO3 | 30 | 80 | 10 | 80 |
12 | DMSO/EtOH | K2CO3 | 30 | r.t | 10 | 0 |
13 | DMSO/EtOH | K2CO3 | 30 | 60 | 10 | 50 |
14 | DMSO/EtOH | K2CO3 | 30 | 90 | 10 | 90 |
15 | DMSO/EtOH | NaOH | 30 | 100 | 10 | 90 |
16 | DMSO/EtOH | K2CO3 | 30 | 90 | 4 | 81 |
17 | DMSO/EtOH | K2CO3 | 30 | 90 | 6 | 95 |
18 | DMSO/EtOH | K2CO3 | 30 | 90 | 12 | 88 |
19a | DMSO/EtOH | K2CO3 | – | 90 | 6 | 0 |
