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. 2021 Jul 14;11:14457. doi: 10.1038/s41598-021-91463-1

Table 2.

Synthesis of various derivatives of 1,2,4-triazoloquinazolinones 5a–j catalyzed by the nano-ordered Melamine@TMG organocatalyst (1).graphic file with name 41598_2021_91463_Strb_HTML.jpg

Entry Aldehyde 4 Product 5 Time (min) Yielda (%) Mp (°C)
Found Reported References
1 PhCHO 5a 10 98 250–252 248–250 74,77,78
2 2-MeOC6H4CHO 5b 20 90 242–244 240–243 76,83
3 3,4-(MeO)2C6H3CHO 5c 25 89 225–227 This work
4 4-MeC6H4CHO 5d 20 86 262–264 264–269 74,78
5 4-ClC6H4CHO 5e 8 98 303–305 303–305 74,78
6 3-O2NC6H4CHO 5f. 5 97 267–269 266–269 74,78
7 4-O2NC6H4CHO 5 g 5 98 294–297 290–294 84
8 4-HOC6H4CHO 5 h 20 91 305–308 > 300 74,78
9 3,4-(Cl)2C6H3CHO 5i 5 99 324–326 This work
10 4-FC6H4CHO 5j 5 99 257–259 258–260 85

Reaction conditions: dimedone (2, 1 mmol), 3-amino-1,2,4-triazole (3, 1 mmol), aldehyde (4a–j, 1 mmol), Melamine@TMG nanocatalyst (1, 2.5 mol%, 15 mg) in EtOH (2 mL) at 40 °C.

bIsolated yield.