Skip to main content
. 2019 Jun 20;9(34):19333–19346. doi: 10.1039/c9ra02910a

Synthesis of dihydroperimidine catalyzed by Fe3O4/SO3H@zeolite-Ya.

graphic file with name c9ra02910a-u4.jpg
Entry R Product Time (min) Yieldb (%) mprep/mplit. (°C)
15 H 6a 4 98 104–106 (104–106)20
16 2-NO2 6b 4 98 180–192 (192–194)20
17 3-NO2 6c 4 90 200–202(183–185)39
18 4-NO2 6d 3 98 224–226 (201–202)20
19 4-OMe 6e 4 90 160–162 (161–163)20
20 3,4-OMe 6f 5 89 214–216 (205–207)20
21 2-OH 6g 5 90 180–182 (192–193)40
22 2-OH, 5-Br 6h 4 95 148–150 (165–166)20
23 2-OH, 4-OMe 6i 6 89 204–206 (168–169)20
24 3-Cl 6j 4 95 144–146 (145–146)20
25 4-Cl 6k 4 98 171–173 (173–174)20
26 2,3-Cl 6l 4 95 130–132 (131–133)21b
27 5-NO2c 6m 6 88 340–342 (350)20
a

Reaction conditions: aldehyde (1 mmol), 1,8-diaminonaphthalene (1 mmol), Fe3O4/SO3H@zeolite-Y (0.008 g), in EtOH at 25 °C.

b

Isolated yield.

c

5-Nitrofuran-2-yl.