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. 2022 Jul 14;16:2275–2288. doi: 10.2147/DDDT.S364746

Scheme 3.

Scheme 3

Synthesis of compounds (6), (7), and (8). Reagents and conditions: (a) 7-methoxy-4-formyl coumarin (4), 4-aminobenzoic acid, ethanol, reflux for 7 h, 75–80 °C, filtration and recrystallization, yield = 87%; (b) 7-methoxy-4-formyl coumarin (4), 5-amino-1,3,4-thiadiazole-2-thiol, ethanol, reflux for 7 h, 75–80 °C, filtration and recrystallization, yield = 56%; (c) 7-methoxy-4-formyl coumarin (4), 4-aminoacetophenone, ethanol, reflux for 7 h, 75–80 °C, filtration and recrystallization, yield = 71%.