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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1061127Generated: November 4, 2026

5-Chloro-2-nitroaniline → 5-Methoxy-2-nitroaniline

https://huagongshe.com/reaction/1061127

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Chloro-2-nitroanilineHCID 74218—
ReactantSodium MethoxideHCID 10942334—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
Product5-Methoxy-2-nitroanilineHCID 8530099%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 5-chloro-2-nitroaniline (5.0 g) in dimethylformamide (25 ml) was added 24% sodium methoxide in methanol (11 ml) and the mixture was heated at 80° C. for 4 hours. At the end of this time, the reaction mixture was cooled to room temperature and partitioned between ethyl acetate and water. The extract was washed with 20% aqueous sodium chloride solution and insoluble material was filtered off. The filtrate was concentrated in vacuo to give the desired compound (4.8 g, yield 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06525220B2
Source datasetuspto-grants-2003_02
ORD IDord-9e9bf923a03f4a33a97cb356cb3bc4ff
Source noteuspto-grants-2003_02