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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1457554Generated: November 2, 2026

Water → 4-chloro-N-cyclohexyl-2-nitroaniline

https://huagongshe.com/reaction/1457554

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2,5-DichloronitrobenzeneHCID 6977—
ReactantCyclohexylamineHCID 7965—
ReactantPotassium CarbonateHCID 11430—
Catalyst18-Crown-6HCID 28557—
SolventDimethylformamideHCID 6228—
Product4-chloro-N-cyclohexyl-2-nitroanilineHCID 283729262%

Reaction Steps

51.5 g (0.27 mol) of 2,5-dichloronitrobenzene, 22.3 g (0.27 mol) of cyclohexylamine, 74.6 g (0.54 mol) of potassium carbonate and 0.5 g of 18-crown-6 were heated in 300 ml of dimethylformamide at 100° C. for 4 h. The mixture was then poured into water and extracted with ethyl acetate. The organic phase was dried and concentrated under reduced pressure. The residue was recrystallized from i-propanol, resulting in 42.3 g (62%) of the product. Melting point 101°-103° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05849743
Source datasetuspto-grants-1998_12
ORD IDord-6195535a86d14b5488f75b89c09cbb6d
Source noteuspto-grants-1998_12