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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 847734Generated: October 30, 2026

1-Chloro-2,4-dinitronaphthalene → 1-(3-Chloro-4-trifluoromethoxyphenylamino)-2,4-dinitronaphthalene

https://huagongshe.com/reaction/847734

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Chloro-2,4-dinitronaphthaleneHCID 16987—
ReactantSodium BicarbonateHCID 516892—
Reactant3-Chloro-4-(trifluoromethoxy)anilineHCID 2773843—
SolventWaterHCID 962—
Product1-(3-Chloro-4-trifluoromethoxyphenylamino)-2,4-dinitronaphthaleneHCID 2056726893.5%

Reaction Conditions

Temperature20 °C

Reaction Steps

A suspension of 12.7 g (60 mmols) of 3-chloro-4-trifluoromethoxyaniline and 15.15 g (60 mmols) of 1-chloro-2,4-dinitronaphthalene in 150 ml of water was heated to the boil. 5.6 g (67 mmols) of sodium bicarbonate were introduced in the course of 30 minutes and heating was continued for 2 hours under reflux. After the mixture had cooled to 20° C., the product was filtered off. 24 g of 1-(3-chloro-4-trifluoromethoxyphenylamino)-2,4-dinitronaphthalene of melting point 140° C. were obtained; after recrystallization from ethanol, 17.4 g of melting point 159° C. were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04293566
Source datasetuspto-grants-1981_10
ORD IDord-a4fc12bdc2634e4d877d5cc71d7347ca
Source noteuspto-grants-1981_10