Optimization of the reaction conditions for the preparation of 1,1′-[(1R,4R)-cyclohexane-1,4-diyl]bis(3-benzylthiourea) 3aa.
Entry | Solvent | Method | Time (min) | Yield (%)b |
---|---|---|---|---|
1 | MeCN | Stirring | 120 | 45 |
2 | MeCN | Stirring | 120 | 58c |
3 | MeCN | US | 5 | 92 |
4 | DCM | US | 5 | 88 |
5 | EtOH | US | 5 | 21 |
6 | H2O | US | 10 | 25 |
7 | Acetone | US | 5 | 15 |
8 | — | US | 5 | 97 |
9 | — | US | 3 | 82 |
The reaction was conducted with 1a (1.0 mmol) and 2a (0.5 mmol).
Isolated yields.
The reaction was conducted with 1a (1.5 mmol) and 2a (0.5 mmol).