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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1893498Generated: October 31, 2026

Ethanol → N-(3-aminopropyl)-N-isopropyl-2-nitrobenzenesulfonamide

https://huagongshe.com/reaction/1893498

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantHydrazine hydrate (1:1)HCID 24654—
ReactantN-[3-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)propyl]-N-isopropyl-2-nitrobenzenesulfonamideHCID 66880021—
SolventDiethyl EtherHCID 3283—
ProductN-(3-aminopropyl)-N-isopropyl-2-nitrobenzenesulfonamideHCID 5813506099.2%

Reaction Steps

The compound (8.11 g, 18.80 mmol) obtained in step B and hydrazine monohydrate (5 ml) were added to ethanol (200 ml) and the mixture was heated under reflux for 1 hr. The reaction mixture was cooled, and diluted with diethyl ether. The insoluble material was filtered off, and the solution was concentrated under reduced pressure. The obtained oil was dissolved in dichloromethane, and the solution was extracted with hydrochloric acid. The aqueous layer was alkalified with aqueous sodium hydroxide solution, extracted with dichloromethane, and the organic layer was dried over potassium carbonate. The insoluble material was filtered off, and the solution was concentrated under reduced pressure to give the title compound (5.62 g, yield 99%) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08513235B2
Source datasetuspto-grants-2013_08
ORD IDord-17cf65876c5a42f59f86619b484d8e03
Source noteuspto-grants-2013_08