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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1959640Erstellt: 26. Oktober 2026

N'-(6-Chloropyridazin-3-yl)-2-(quinolin-6-yl)acetohydrazide → 6-((6-Chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methyl)quinoline

https://huagongshe.com/reaction/1959640

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN'-(6-Chloropyridazin-3-yl)-2-(quinolin-6-yl)acetohydrazideHCID 86652010—
LösungsmittelAcetic AcidHCID 176—
Produkt6-((6-Chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methyl)quinolineHCID 2496836753%

Reaktionsschritte

A solution of N′-(6-chloropyridazin-3-yl)-2-(quinolin-6-yl)acetohydrazide (8 g crude, 25.5 mmol) in 250 mL of acetic acid was heated at 50° C. for 5 h. After the reaction was complete, the solvent was evaporated and the residue was taken up in EtOAc. The formed solid (mainly dicyclohexyl urea) was filtered off and the filtrate was evaporated to afford the title compound as yellow solid (4 g, 53%). 1H-NMR (400 MHz, MeOH-d4) δ ppm 8.82 (d, 1H), 8.33 (d, 1H), 8.25 (d, 1H), 8.0 (d, 1H), 7.93 (s, 1H), 7.83 (d, 1H), 7.53 (m, 1H), 7.42 (d, 1H), 4.79 (s, 2H). LCMS (method B): [MH]+=296.0, tR=1.876 min.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08410264B2
Quelldatensatzuspto-grants-2013_04
ORD IDord-b06e3b1f10274c0b91fd3d1cbf2e6347
Quellennotizuspto-grants-2013_04