Table 1.
One-pot, multi-component synthesis of bis-heterocycles 4a-j.
| Entry | Aminouracila | CH-acida | Product | Time (min) | Yield (%) |
|---|---|---|---|---|---|
| 1 | 6-Aminothiouracil | 2-Hydroxy-1,4-naphthoquinone | 4a | 5 | 76 |
| 2 | 6-Aminouracil | 4-Hydroxycoumarin | 4b | 5 | 68 |
| 3 | 6-Amino-1,3-dimethyluracil | 4-Hydroxycoumarin | 4c | 5 | 73 |
| 4 | 6-Aminothiouracil | Dimedone | 4d | 10 | 79 |
| 5 | 6-Amino-1,3-dimethyluracil | Dimedone | 4e | 10 | 85 |
| 6 | 6-Aminouracil | Dimedone | 4f | 30 | 65 |
| 7 | 6-Aminouracil | Thiobarbituric acid | 4g | 5 | 90 |
| 8 | 6-Aminouracil | Barbituric acid | 4h | 20 | 70 |
| 9 | 6-Amino-1,3-dimethyluracil | Barbituric acid | 4i | 20 | 72 |
| 10 | 6-Amino-1,3-dimethyluracil | 2-Hydroxy-1,4-naphthoquinone | 4j | 10 | 69 |
Various 6-aminouracils (2 mmol), terephthalaldehyde (1 mmol), and CH-acids (2 mmol) were used in EtOH at reflux, without any catalyst.