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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1160993Generated: October 25, 2026

Potassium Carbonate → 3-{[3-(dimethylamino)propyl]amino}-N,N-bis(3-methylbutyl)-4-nitrobenzamide

https://huagongshe.com/reaction/1160993

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantN,N-Diethyl-1,3-propanediamineHCID 61011—
Reactant3-fluoro-N,N-bis(3-methylbutyl)-4-nitrobenzamideHCID 68447111—
SolventAcetonitrileHCID 6342—
Product3-{[3-(dimethylamino)propyl]amino}-N,N-bis(3-methylbutyl)-4-nitrobenzamideHCID 6879034568%

Reaction Steps

A mixture of 3-fluoro-N,N-bis(3-methylbutyl)-4-nitrobenzamide (2.5 g, 1 eq, prepared according to Example A1), 3-diethylamino-propylamine (877 mg, 1.1 eq) and potassium carbonate (2.13 g, 2 eq) in acetonitrile (80 ml) is heated under reflux for 5 hours then concentrated under reduced pressure at 40° C. The residue is taken up in dichloromethane (130 ml) and water (50 ml). After decantation and extractions, the combined organic phases are washed with salt water, dried over Na2SO4 then concentrated under reduced pressure at 40° C. Purification of the residue by flash chromatography on silica gel (eluent: dichloromethane/methanol 9:1) produces the expected compound in the form of a yellow oil (2.1 g mg; 68% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07816539B2
Source datasetuspto-grants-2010_10
ORD IDord-1dcb7b62044b4d7aacdbac88c890eb33
Source noteuspto-grants-2010_10