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

Table 1.

Optimization of the conditions for the model reaction.graphic file with name 41598_2021_91463_Stra_HTML.jpg

Entry Catalyst (mol%) Solvent Temp. (°C) Time (min) Yield (%)
1 – EtOH Reflux 120 45
2 – H2O Reflux 120 34
3 – CH3CN Reflux 120 42
4 CH3CO2H CH3CO2H 60 30 76
5 NaOH (1 mmol) EtOH Reflux 30 71
6 Melamine—TMG (15 mol%) EtOH 40 20 83
7 Melamine—TMG (5 mol%) EtOH 40 20 88
8 Melamine—TMG (2.5 mol%) EtOH 40 10 98
9 Melamine—TMG (2.5 mol%) EtOH r.t 25 92
10 Melamine—TMG (2.5 mol%) EtOH Reflux 5 99
11 Melamine—TMG (2.5 mol%) H2O 40 25 87
12 Melamine—TMG (2.5 mol%) H2O Reflux 15 90

Reaction conditions: dimedone (2, 1 mmol), 3-amino-1,2,4-triazole (3, 1 mmol), benzaldehyde (4a, 1 mmol), catalyst (if not otherwise specified) and solvent (2 mL).