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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 601284Erstellt: 24. Oktober 2026

Cyclopentanone → 3-[7-(benzyloxy)-1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl]-1-(cyclopentylideneamino)-4-hydroxyquinolin-2(1H)-one

https://huagongshe.com/de/reaction/601284

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCyclopentanoneHCID 8452—
Edukt1-amino-3-[7-(benzyloxy)-1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl]-4-hydroxyquinolin-2(1H)-oneHCID 136358484—
LösungsmittelDimethylacetamideHCID 31374—
Produkt3-[7-(benzyloxy)-1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl]-1-(cyclopentylideneamino)-4-hydroxyquinolin-2(1H)-oneHCID 13635848565,1%

Reaktionsbedingungen

Temperatur165 °C

Reaktionsschritte

The product of Example 304F (0.284 g, 0.61 mmol) and cyclopentanone (0.80 mL, 9.04 mmol) in N,N-dimethylacetamide (2 mL) were reacted at 130° C. for 40 minutes in a microwave reactor in a sealed tube. The reaction was concentrated under a stream of nitrogen warmed through a manifold heated to 165° C. The resulting residue was triturated with diethyl ether and filtered to give the title compound (0.210 g, 65%). 1H NMR (300 MHz, DMSO-d6) δ ppm 1.72 (m, 2 H) 1.87 (m, 2 H) 2.16 (m, 2 H) 2.71 (m, 2 H) 5.18 (s, 2 H) 7.31 (m, 11 H) 8.10 (d, J=8.46 Hz, 1 H) 16.22 (s, 1 H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07902203B2
Quelldatensatzuspto-grants-2011_03
ORD IDord-4885d39154c0426db1fab7a24c0ce0e0
Quellennotizuspto-grants-2011_03