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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethylamineHCID 6329—
Reactant2,4-DichloronitrobenzeneHCID 11899—
ReactantSodium MethoxideHCID 10942334—
SolventDimethylacetamideHCID 31374—
ProductBenzenamine, 5-methoxy-N-methyl-2-nitro-HCID 15305677.3%

Reaction Conditions

Temperature77.5 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08106079B2
Source datasetuspto-grants-2012_01
ORD IDord-c90c617ee896469e9877237082131fa7
Source noteuspto-grants-2012_01