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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2288945Generated: October 30, 2026

3,5-Dinitrobenzoyl chloride → HCID 21201139, compound

https://huagongshe.com/reaction/2288945

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,5-Dinitrobenzoyl chlorideHCID 7432—
ReactantTriethylamineHCID 8471—
Reactant1,4-DioxaneHCID 31275—
Reactant1-(2-Hydroxyethyl)-3-phenyl-1H-pyrrole-2,5-dioneHCID 21201115—
SolventWaterHCID 962—
ProductHCID 21201139HCID 2120113929.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

A three neck flask of 1 l equipped with a dropping funnel and a stirrer was charged with 11.1 g of N-(2-hydroxyethyl)-α-phenylmaleimide and 500 ml of dioxane, and 7.70 ml of triethylamine was added while stirring at 0° C. A dioxane solution of 11.5 g of 3,5-dinitrobenzoyl chloride was dropwise added thereto at 0° C., and the mixture was stirred at a room temperature all the night through. After finishing the reaction, the reaction solution was added to 1 l of water to filter the resulting crystal. This was recrystallized in ethyl acetate twice to obtain 6.10 g of N-(2-(3, 5-dinitrobenzoyl) oxyethyl)-α-phenylmaleimide. This compound was subjected to reduction of a nitro group without refining furthermore. This compound had a melting point of 179.1 to 180.7° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06090909
Source datasetuspto-grants-2000_07
ORD IDord-9f7e3b89ebfe4b96a48b1f67443b98c1
Source noteuspto-grants-2000_07