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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1087988Generated: October 25, 2026

1-Chloro-2,4-Dinitrobenzene → 4-Chloro-M-phenylenediamine

https://huagongshe.com/reaction/1087988

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Chloro-2,4-DinitrobenzeneHCID 6—
ReactantFormamidine acetateHCID 160693—
ReactantHCID 178418361HCID 178418361—
CatalystNickelHCID 935—
SolventMethanolHCID 887—
Product4-Chloro-M-phenylenediamineHCID 21209—

Reaction Steps

40.8 g of 1-chloro-2,4-dinitrobenzene, 2 g of Raney nickel (60%, aqueous), 1.5 g of formamidine acetate and 120 ml of methanol are introduced in an autoclave equipped with gas introduction stirrer. The air in the autoclave is then displaced by nitrogen and then by hydrogen. The hydrogenation is carried out at a pressure of 10 bar and a temperature of 60° C. The hydrogenation time is 11/4 hours. 1-Chloro-2,4-diaminobenzene, 99% pure (analysed as 1-Chloro-2,4-acetamidobenzene by liquid chromatography), is obtained in quantitative yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04960936
Source datasetuspto-grants-1990_10
ORD IDord-559f18dcda8a431f96929c3468782f77
Source noteuspto-grants-1990_10