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HRID 587903Erstellt: 24. Oktober 2026

Phthalimide potassium salt → 2-((2E)-4-chlorobut-2-en-1-yl)-2,3-dihydro-1H-isoindole-1,3-dione

https://huagongshe.com/de/reaction/587903

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPhthalimide potassium saltHCID 24194345—
EduktTrans-4-[4-(5-chloro-2-methylphenyl)piperazinyl]-2-buten-1-amineHCID 67361178—
Produkt2-((2E)-4-chlorobut-2-en-1-yl)-2,3-dihydro-1H-isoindole-1,3-dioneHCID 5709374—

Reaktionsschritte

Trans-4-[4-(5-chloro-2-methylphenyl)piperazinyl]-2-buten-1-amine: according to the method of Example 1, phthalimide potassium salt was reacted with trans-1,4-dihydro-2-butene to obtain N-(trans-4-chloro-2-buten-1-yl)phthalimide, mp: 108-110° C.; which was then reacted with 5-chloro-2-methylphenylpiperazine to obtain N-{4-[4-(5-chloro-2-methylphenyl)piperazinyl]-trans-2-buten-1-yl}phthalimide, which was then reacted with hydrazine hydrate to obtain the product. Yield: 89.3%. Hydrochloride mp: 140-142° C. 1HNMR (ppm, CDCl3) δ: 1.46 (br-s, 4H), 2.25 (s, 3H), 2.61 (br-s, 2H, NH2), 2.93 (m, 4H), 3.10 (d, J=7.0 Hz), 3.39 (d, J=6.72 Hz, 2H), 5.58 (m, 1H), 5.71 (m, 1H), 6.96 (m, 2H), 7.06 (d, J=7.84, 1H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09227944B2
Quelldatensatzuspto-grants-2016_01
ORD IDord-0115d51758c549d982abfc47aa94fd3f
Quellennotizuspto-grants-2016_01