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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1934715Generated: November 1, 2026

Water → HCID 22467377, compound

https://huagongshe.com/reaction/1934715

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantHCID 22467351HCID 22467351—
CatalystAmmoniaHCID 222—
SolventDimethylformamideHCID 6228—
ProductHCID 22467377HCID 2246737789.4%

Reaction Steps

A mixture of N-(4-carboxybenzyl)-2-(cyclopentylamino)-5-nitrobenzamide (120 mg), 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (90.0 mg) and 1-hydroxybenzotriazole (63.4 mg) in anhydrous dimethylformamide (2 mL) was stirred for an hour at ambient temperature. After addition of 28% ammonia solution (10 drops), the mixture was stirred for 15 hours at ambient temperature and poured into water. The resulting precipitates were collected by filtration, washed with water and purified by a silica gel column chromatography eluting with 10% methanol in chloroform. The obtained product was triturated with diisopropyl ether to give N-(4-carbamoylbenzyl)-2-(cyclopentylamino)-5-nitrobenzamide (107 mg) as yellow powders.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06384080B1
Source datasetuspto-grants-2002_05
ORD IDord-77a99d197401450bbb9c16a2c78e704e
Source noteuspto-grants-2002_05