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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 485621Erstellt: 23. Oktober 2026

Triphenylphosphine → 2-(Prop-1-yn-1-yl)benzene-1-sulfonamide

https://huagongshe.com/de/reaction/485621

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylphosphineHCID 11776—
EduktDipivefrin HydrochlorideHCID 71486—
Edukt2-Iodobenzene-1-sulfonamideHCID 2824892—
KatalysatorPalladium ChlorideHCID 24290—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelTriethylamineHCID 8471—
Produkt2-(Prop-1-yn-1-yl)benzene-1-sulfonamideHCID 1979361080%

Reaktionsschritte

To a solution of 28.3 g (0.1 mole) of 2-iodophenylsulfonamide in 350 ml of dimethylformamide and 100 ml of triethylamine are added 1.0 g of palladium dichloro-bis(triphenylphosphite) complex, PdCl2 [P(C6H5)3 ]2, and 0.5 g of copper (I) iodide (CuI). Gaseous propine is then introduced into this solution until the starting material is completely reacted. The reaction mixture is filtered and the residue is concentrated in vacuo and then taken up in water. The precipitate is isolated and dried. Recrystallisation from ethyl acetate/hexane yields 15.6 g (80%) of 2-(propyn-1-yl)phenylsulfonamide with a melting point of 147°-149° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04537618
Quelldatensatzuspto-grants-1985_08
ORD IDord-5057f5566bbc4f45a1d58d017f72023f
Quellennotizuspto-grants-1985_08