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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 270632Erstellt: 24. Oktober 2026

Dimethylformamide → methyl N-(4-cyanophenyl)-N-[4-amino-6-[(2,6-dichlorophenyl)methyl]-1,3,5-triazin-2-yl]glycine

https://huagongshe.com/de/reaction/270632

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktMethyl chloroacetateHCID 7295—
EduktSodium hydrideHCID 24758—
Edukt4-[[4-Amino-6-[(2,6-dichlorophenyl)methyl]-1,3,5-triazin-2-yl]amino]benzonitrileHCID 486362—
Produktmethyl N-(4-cyanophenyl)-N-[4-amino-6-[(2,6-dichlorophenyl)methyl]-1,3,5-triazin-2-yl]glycineHCID 2228168719,4%

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

A solution of sodium hydride (0.00195 mol) in DMF (7 ml) was added to compound (1) (0.00186 mol) and the resulting solution was stirred for 5 minutes under argon. Then, chloroacetic acid methyl ester (0.0186 mol) was added and the reaction mixture was heated to 70° C. for 19 hours. The reaction mixture was then quenched with water and the resulting solid was filtered off. The residue was treated with hot ACN, then filtered while still hot. The residue from the cooled filtrate was recrystallized from 1,4-dioxane. The precipitate was filtered off, yielding 0.16 g (19.4%) of methyl N-(4-cyanophenyl)-N-[4-amino-6-[(2,6-dichlorophenyl)methyl]-1,3,5-triazin-2-yl]glycine (compound 39).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07449575B2
Quelldatensatzuspto-grants-2008_11
ORD IDord-1fca4a96cc014ded9f6a1156ef705e5e
Quellennotizuspto-grants-2008_11