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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1038744Generated: October 31, 2026

Sodium Iodide → N-Methyl-N'-[4-(4-ethyl-piperazin-1-yl)-phenyl]-[1,3,5]triazine-2,4-diamine

https://huagongshe.com/reaction/1038744

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-(4-Ethylpiperazin-1-yl)anilineHCID 936738—
Reactant4-Chloro-N-methyl-1,3,5-triazin-2-amineHCID 17959650—
SolventEthanolHCID 702—
ProductN-Methyl-N'-[4-(4-ethyl-piperazin-1-yl)-phenyl]-[1,3,5]triazine-2,4-diamineHCID 66669998—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of (4-chloro-[1,3,5]triazin-2-yl)-methyl-amine (290 mg, 2.00 mmol), NaI (28 mg) and 4-(4-ethylpiperazin-1-yl)-aniline (410 mg, 2.0 mmol) in EtOH (20 ml) and N-ethyl-diisopropyl amine (350 μl, 2.0 mmol) is heated to 80° C. for 3 h under a nitrogen atmosphere. The reaction mixture is cooled to RT, concentrated partially in vacuo and diluted with hexane at 0° C. The precipitate is filtered off, washed with Et2O and re-dissolved in EE and water. The separated off aqueous phase is extracted twice with EE, the organic layer washed with water and brine, dried (Na2SO4) and concentrated, yielding the title compound: ESI-MS: 314 [MH]+; TLC: Rf=0.10 (DCM/MeOH 9:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08552002B2
Source datasetuspto-grants-2013_10
ORD IDord-fbf41a1738384083a8516324d2d34722
Source noteuspto-grants-2013_10