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. 2024 Sep 5;14:20696. doi: 10.1038/s41598-024-71898-y

Table 2.

Preparation of 1,8-dioxodecahydroacridine derivatives using NiO@Bentonite nanocomposite as catalyst.

Entrya R (aldehyde) Product Time (min) Yield (%)b m.p.(C)
Found Reported [ref.]
1 3-NO2C6H4- 4a 3 97 193–196 194–19654
2 3-OCH3-4OHC6H3 4b 2 94 221–225 224–22655
3 4-ClC6H4- 4c 5 92 148–149 148–15154
4 4-OHC6H4- 4d 3 95 282–284 284–28640
5 4-OCH3C6H4- 4e 3 98 217–218 219–22154
6 5-Br-2-OHC6H3- 4f 10 98 247–251 248–25050
7 2-OH-1-naphthaldehyde 4g 12 99 288–290 New
8 2-NO2C6H4- 4h 4 97 188–190 187–18942
9 4-N(CH3)2C6H4- 4i 2 99 168–170 166–16842
10 2-OH-3-OCH3C6H3- 4j 2 94 228–229 227–23054
11 4-BrC6H4- 4k 6 98  > 300  > 30040
12 3-OHC6H4- 4l 4 94 231–233 230–23242
13 2-ClC6H4- 4m 4 92 248–250 249–25256
14 3,4,5-(OCH3)3C6H2- 4n 2 95 222–224 New

aReaction conditions: 3-nitrobenzaldehyde (4 mmol), aniline (4 mmol), dimedone (8 mmol) and NiO@Bentonite catalyst (0.121 g, 20% wt.) under different conditions.

bIsolated yields after purification.