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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 435044Generated: October 30, 2026

Hydrochloric Acid → N-m-AMINOPHENYL-2,2-DIMETHYLSUCCINIMIDE

https://huagongshe.com/reaction/435044

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthanolHCID 702—
ReactantSodium HydroxideHCID 14798—
Reactant3,3-Dimethyl-1-(3-nitrophenyl)pyrrolidine-2,5-dioneHCID 13189213—
CatalystIronHCID 23925—
SolventWaterHCID 962—
ProductN-m-AMINOPHENYL-2,2-DIMETHYLSUCCINIMIDEHCID 13189216—

Reaction Conditions

Temperature70 °C

Reaction Steps

One hundred and sixty three g. of N-m-nitrophenyl-2,2-dimethylsuccinimide, as prepared in Example I, was added portion wise at reflux temperature to a mixture of 115 g. of powdered iron, 7 ml. of concentrated HCl, 250 ml. of ethyl alcohol and 200 ml. of water. At completion of addition (approximately one hour), the mixture was allowed to cool to 70° C. and 7 g. of 50% sodium hydroxide was added and the iron oxide was removed by filtration through a Dicalite filter which was washed with several portions of hot ethyl alcohol. Stripping of the filtrate under vacuum yielded 106 g. of a product having a m.p. of 143°-145° C. A portion of the product was recrystallized to a m.p. of 147°-147.5° C. The product was identified as the title compound by analysis of infrared spectra.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04400202
Source datasetuspto-grants-1983_08
ORD IDord-6d31c9f6b93f4252b99c8bcff903a24f
Source noteuspto-grants-1983_08