Table 4.
Reactions of barbituric acids 1a, 1b, heteroaromatic aldehydes 2e, 2f, and malononitrile 9 in the reaction conditions E–H
| Entry | Reagent | R | Reagent | R | Method | Reagent | R | Product | Yield/% of 3 | |
|---|---|---|---|---|---|---|---|---|---|---|
| 10 | 3 | |||||||||
| 1 | 1a | CH3 | 2e | 2-Thienyl | E | 9 | – | – | 3e | – |
| 2 | 1a | CH3 | 2e | 2-Thienyl | F | 9 | – | – | 3e | – |
| 3 | 1a | CH3 | 2e | 2-Thienyl | G | 9 | – | – | 3e | 89 |
| 4 | 1a | CH3 | 2e | 2-Thienyl | H | 9 | – | – | 3e | 93 |
| 5 | 2e | 2-Thienyl | 9 | – | E | 1a | CH3 | 10a | 3e | 91 |
| 6 | 2e | 2-Thienyl | 9 | – | F | 1a | CH3 | 10a | 3e | 85 |
| 7 | 1b | H | 2e | 2-Thienyl | E | 9 | – | – | 3f | – |
| 8 | 1b | H | 2e | 2-Thienyl | F | 9 | – | – | 3f | – |
| 9 | 1b | H | 2e | 2-Thienyl | G | 9 | – | – | 3f | 85 |
| 10 | 1b | H | 2e | 2-Thienyl | H | 9 | – | – | 3f | 89 |
| 11 | 2e | 2-Thienyl | 9 | – | E | 1b | H | 10a | 3f | 90 |
| 12 | 2e | 2-Thienyl | 9 | – | F | 1b | H | 10a | 3f | 81 |
| 13 | 1a | CH3 | 2f | 2-Furyl | E | 9 | – | – | 3g | – |
| 14 | 1a | CH3 | 2f | 2-Furyl | F | 9 | – | – | 3g | – |
| 15 | 1a | CH3 | 2f | 2-Furyl | G | 9 | – | – | 3g | 87 |
| 16 | 1a | CH3 | 2f | 2-Furyl | H | 9 | – | – | 3g | 90 |
| 17 | 2f | 2-Furyl | 9 | – | E | 1a | CH3 | 10b | 3g | 88 |
| 18 | 2f | 2-Furyl | 9 | – | F | 1a | CH3 | 10b | 3g | 79 |