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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1277287Generated: October 25, 2026

Triethylamine → N-(4-nitrobenzyl)-N-(2-pyrimidinyl)amine

https://huagongshe.com/reaction/1277287

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-NitrobenzylamineHCID 29147—
Reactant2-ChloropyrimidineHCID 74404—
SolventEthanolHCID 702—
ProductN-(4-nitrobenzyl)-N-(2-pyrimidinyl)amineHCID 2256928511%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 4-nitrobenzylamine (6.09 g, 40.0 mmol), 2-chloropyrimidine (4.82 g, 42.1 mmol), triethylamine (11.2 ml, 80.4 mmol) and ethanol (120 ml) was stirred at 110° C. for 24 hours, and the mixture was concentrated under reduced pressure. To the residue was added water, and the mixture wasextractedwithethylacetate-THF. Theorganiclayerwas dried with anhydrous sodium sulfate and concentrated under reduced pressure. The residue was recrystallized from ethyl acetate-ethanol to give N-(4-nitrobenzyl)-N-(2-pyrimidinyl)amine (0.99 g, 4.3 mmol, 11%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06166006
Source datasetuspto-grants-2000_12
ORD IDord-a7811ee926474578b8fbab9446a1c149
Source noteuspto-grants-2000_12