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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 404405Erstellt: 26. Oktober 2026

Sodium Carbonate → 4-(4,6-Dimorpholino-1,3,5-triazin-2-yl)aniline

https://huagongshe.com/reaction/404405

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt2-Chloro-4,6-bis(morpholin-4-yl)-1,3,5-triazineHCID 224967—
Edukt4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)anilineHCID 2734620—
KatalysatorHCID 178418397HCID 178418397—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produkt4-(4,6-Dimorpholino-1,3,5-triazin-2-yl)anilineHCID 4537908783%

Reaktionsschritte

A mixture of 2-chloro-4,6-di-morpholin-4-yl-[1,3,5]triazine (1.4 g, 4.9 mmoles), a catalytic amount of tetrakis(triphenylphosphine)palladium(0) (70 mg, 0.061 mmoles), sodium carbonate solution 2 M (3 mL), 4-aminophenylboronic acid pinacol ester (1.6 g, 7.3 mmoles) and DME (100 mL) was refluxed for 24 hours. The solvent was evaporated, and the residue was dissolved in methylene chloride and filtered through Celite™. The filtrate was washed with water (200 mL) and the organic layer was dried with magnesium sulfate. This was filtered and the solvent was evaporated. The residue was purified by Silica gel column chromatography and eluted with Ethyl acetate/hexanes (1:1) to give 1.40 g, (83% yield) of 4-(4,6-dimorpholin-4-yl-1,3,5-triazin-2-yl)aniline as an amorphous solid. (M+H) 343.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08748421B2
Quelldatensatzuspto-grants-2014_06
ORD IDord-d40cb0d8227f4eef82b113806fed0bab
Quellennotizuspto-grants-2014_06