HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 424865Generated: October 26, 2026
Water → Benzenamine, 5-methoxy-N-methyl-2-nitro-
https://huagongshe.com/reaction/424865
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | 2,4-Dichloronitrobenzene | HCID 11899 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | Benzenamine, 5-methoxy-N-methyl-2-nitro- | HCID 153056 | 77.3% |
Reaction Steps
To a solution of 2,4-dichloronitrobenzene (3.0 g) in N,N-dimethylacetamide (30 ml) was added a 40% aqueous solution of methylamine (4.9 g) at room temperature, and the resulting mixture was stirred at 75-80° C. for 2 hours. Subsequently, to the reaction mixture was added a 28% methanolic solution of sodium methoxide (7.6 g), and the resulting mixture was stirred at the same temperature for 1.5 hours. Furthermore, to the reaction mixture was added a 28% methanolic solution of sodium methoxide (1.6 g), and the resulting mixture was stirred at the same temperature for 1 hour. After stirring, water (60 ml) was added to the reaction mixture, and the resulting mixture was cooled gradually to room temperature. The crystalline solid precipitated was collected by filtration and dried in vacuo to afford the title compound (2.2 g, yield: 77%) as a yellow crystalline solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08106079B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-c90c617ee896469e9877237082131fa7 |
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| Source note | uspto-grants-2012_01 |
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