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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 404511Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/404511

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—
KatalysatorTetrakis(triphenylphosphine)palladiumHCID 11979704—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
LösungsmittelEthyl AcetateHCID 8857—
Produkt4-(4,6-Dimorpholino-1,3,5-triazin-2-yl)anilineHCID 4537908740,5%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

A mixture of 4,4′-(6-chloro-1,3,5-triazine-2,4-diyl)dimorpholine (1.40 g, 4.90 mmol), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (2.62 g, 11.9 mmol) and tetrakis (triphenylphosphine) palladium (0) (282 mg, 0.240 mmol) in 2M sodium carbonate aqueous solution (10 mL, 20 mmol) and 40 mL of DME was stirred at 80° C. for 2 hr. The reaction mixture was diluted with 300 mL of ethyl acetate and washed with water. The organic layer was concentrated and purified by flash chromatography (ISCO, 120 g silica gel column, eluting with 0-100% EtOAc/Hexane) to give 4-(4,6-dimorpholino-1,3,5-triazin-2-yl)aniline (0.68 g, 40% yield). HPLC: Rt=2.09 min; MS 343 [M+H].

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08748421B2
Quelldatensatzuspto-grants-2014_06
ORD IDord-a48b20c30c6344e2a3a465c2b25f6a4e
Quellennotizuspto-grants-2014_06