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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1521367Generated: October 27, 2026

Water → 4-Chloro-5-methoxy-2-nitro-phenylamine

https://huagongshe.com/reaction/1521367

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4,5-Dichloro-2-nitroanilineHCID 81149—
ReactantSodium MethoxideHCID 10942334—
SolventMethanolHCID 887—
Product4-Chloro-5-methoxy-2-nitro-phenylamineHCID 2037674456%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a mixture of 4,5-dichloro-2-nitro-phenylamine (1.29 g, 6.23 mmol) and dry MeOH (2 mL), a 25 wt % solution of sodium methoxide in MeOH (10 mL) was added and the mixture stirred for 6 h at 100° C. in a sealed tube. The mixture was cooled to 23° C., poured into water (50 mL), and extracted with EtOAc (3×50 mL). The combined organic layers were washed with brine (25 mL), dried, filtered, and concentrated under reduced pressure to afford the titled compound (0.700 g, 56%). The crude material was used without further purification in the next reaction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073923B2
Source datasetuspto-grants-2015_07
ORD IDord-86ddfc3f34844b889e7d2ac6b2466f5f
Source noteuspto-grants-2015_07