Table 1.
| |||
---|---|---|---|
Entry | Condition | Time (h) | Yield (%) b |
1 | Et2NH/H2O | 1 | 99 |
2 | iPr2NH/H2O | 5 | 85 |
3 | (Cyclohexyl)2NH/H2O | 4 | 82 |
4 | Morpholine/H2O | 3 | 78 |
5 | NaOH/H2O | 8 | 65 |
6 | Et2NH | 12 | 10 |
7 | H2O | 12 | 0 |
All reactions were carried out with 1,3-dimethylbarbituric acid 1a (3 mmol), benzaldehyde 2a (1.5 mmol) and amine (1.5 mmol) in water (1.5 mL) for the specified time;
Yield of isolated product.