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. 2022 May 17;12(24):15020–15037. doi: 10.1039/d2ra02293a

Reductive-acetylation of nitroarenes to N-arylacetamides using N2H4·H2O/rGO@Fe3O4/ZrCp2Clx/Ac2O systema.

graphic file with name d2ra02293a-u14.jpg
Entry R Product Time (min) Yield (%)
1 H graphic file with name d2ra02293a-u15.jpg 15 97
2 4-OH graphic file with name d2ra02293a-u16.jpg 100 No reaction
3 4-NH2 graphic file with name d2ra02293a-u17.jpg 50 98
4 2-OH graphic file with name d2ra02293a-u18.jpg 25 No reaction
5 4-COMe graphic file with name d2ra02293a-u19.jpg 30 50
6 3-Me graphic file with name d2ra02293a-u20.jpg 40 95
7 4-OMe graphic file with name d2ra02293a-u21.jpg 40 94
8 2-NH2 graphic file with name d2ra02293a-u22.jpg 70 97
9 3-COMe graphic file with name d2ra02293a-u23.jpg 55 60
10 3-CHO graphic file with name d2ra02293a-u24.jpg 70 70
12b 3-NH2-5-NO2 graphic file with name d2ra02293a-u25.jpg 30 91
a

All reactions were carried out with 1 mmol of nitroarene, 2 mmol of N2H4·H2O 80%, 2 mmol Ac2O and 20 mg of rGO@Fe3O4/ZrCp2Clx in refluxing EtOH (2 mL).

b

In this reaction, 3 mmol of N2H4·H2O 80% and Ac2O was used.