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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 364701Generated: October 25, 2026

Hydrochloric Acid → 2-Chloro-4-nitroaniline

https://huagongshe.com/reaction/364701

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2,6-Dichloro-4-nitroanilineHCID 7430—
Reactant4-NitroanilineHCID 7475—
ReactantChlorineHCID 24526—
SolventNitric AcidHCID 944—
SolventWaterHCID 962—
Product2-Chloro-4-nitroanilineHCID 849290%

Reaction Steps

A process for the preparation of 2,6-dichloro-4-nitroaniline by chlorination of 4-nitroaniline with chlorine bleaching liquor in water using acids, which comprises chlorinating 1 mole of 4-nitroaniline in 3-6 moles of hydrochloric acid (HCl) or nitric acid (HNO3) in the form of a dilute, aqueous acid in the presence of a dispersing agent which is stable under the reaction conditions, the chlorination initially being carried out at 5° to 10° C. and then at 15°-20° C. and, finally, after 90-95% of the 2-chloro-4-nitroaniline intermediately formed has been converted into 2,6-dichloro-4-nitroaniline, the temperature of the aqueous suspension being increased from 15°-20° C. to 70° C., without further addition of chlorine bleaching liquor, and then by post-chlorinating, by renewed addition of chlorine bleaching liquor, at temperatures between 20° and 70° C., bringing the pH of the aqueous suspension to 9.0 and filtering off the 2,6-dichloro-4-nitroaniline formed and washing it with dilute mineral acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04605767
Source datasetuspto-grants-1986_08
ORD IDord-6b0a52a68fd04c048eca0a962eced912
Source noteuspto-grants-1986_08