Research Article
A Simple and Green Procedure for the Synthesis of 5-Arylidenerhodanines Catalyzed by Diammonium Hydrogen Phosphate in Water
Table 2
Diammonium hydrogen phosphate catalyzed synthesis of 5-arylidenerhodaninesa.
| Entry | | Time (min) | Product | Yield (%)b | Mp (°C) found | Mp (°C) reported |
| 1 | 2,4-Cl2C6H3 | 18 | 3a | 86 | 233–235 | 233-234 [12] | 2 | 4-CH3C6H4 | 14 | 3b | 85 | 222–224 | 221–223 [12] | 3 | 4-CH3OC6H4 | 17 | 3c | 88 | 248–250 | 249-250 [12] | 4 | 2-ClC6H4 | 10 | 3d | 88 | 180-181 | 181-182 [12] | 5 | 4-FC6H4 | 9 | 3e | 80 | 218-219 | 219 [1] | 6 | 4-HOC6H4 | 13 | 3f | 83 | 308–310 | 310 [16] | 7 | 4-BrC6H4 | 15 | 3g | 82 | 228–230 | 230 [1] | 8 | 3-NO2C6H4 | 16 | 3h | 90 | 263–265 | 263–265 [12] | 9 | 4-ClC6H4 | 13 | 3i | 81 | 228–230 | 229-230 [12] | 10 | C6H5 | 8 | 3j | 86 | 204–206 | 205–207 [12] | 11 | 2-HOC6H4 | 16 | 3k | 84 | 222-223 | 221-222 [21] | 12 | 2-Furyl | 4 | 3l | 85 | 227–229 | 228-229 [12] | 13 | 4-HO-3-CH3OC6H3 | 11 | 3m | 84 | 231-232 | 231–231.5 [21] |
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Reaction condition: aldehyde (2.5 mmol), rhodanine (2.5 mmol), (NH4)2HPO4 (0.25 mmol), 90°C, and water (3 mL). Isolated yield.
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