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HRID 2035877Erstellt: 25. Oktober 2026

Ethanesulfonylchloride, 2-chloro- → 9-[4-(3-Ethylphenoxy)phenyl]-3,4-dihydropyrido[2,1-c][1,2,4]thiadiazine 2,2-dioxide

https://huagongshe.com/reaction/2035877

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthanesulfonylchloride, 2-chloro-HCID 15385—
EduktSodium hydrideHCID 24758—
Edukt3-(4-(3-Ethylphenoxy)phenyl)pyridin-2-amineHCID 66748701—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt9-[4-(3-Ethylphenoxy)phenyl]-3,4-dihydropyrido[2,1-c][1,2,4]thiadiazine 2,2-dioxideHCID 66748144—

Reaktionsschritte

To a suspension of NaH (60%, 215 mg) in THF (dry) (20 mL) was added 2-chloroethanesulfonyl chloride (0.339 mL) at 0° C. and the mixture was stirred for 5 min at the same temperature. A solution of 3-(4-(3-ethylphenoxy)phenyl)pyridin-2-amine (312 mg) in THF (dry) (30 ml) was added at 0° C. and the mixture was stirred at room temperature for 1 hr. The mixture was quenched with water at 0° C. Water and EtOAc/THF were added and the extracted organic layer was washed with brine. Silica-gel was added to the organic layer and the volatiles were removed in vacuo. The mixture supported on silica-gel was purified by column chromatography (NH silica gel, eluted with MeOH in EtOAc) and washed with IPE/EtOAc to give the title compound (295 mg) as a white solid. A part of this was recrystallized from THF/IPE.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08575154B2
Quelldatensatzuspto-grants-2013_11
ORD IDord-b0f4b186561f4977af1592863f11bfbb
Quellennotizuspto-grants-2013_11