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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 44403Erstellt: 25. Oktober 2026

Ammonium Acetate → 4-Chloro-1,2-dihydro-2-oxoquinoline-3-carbonitrile

https://huagongshe.com/reaction/44403

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmonium AcetateHCID 517165—
Edukt2,4-Dichloroquinoline-3-carbonitrileHCID 2785131—
LösungsmittelAcetic AcidHCID 176—
Produkt4-Chloro-1,2-dihydro-2-oxoquinoline-3-carbonitrileHCID 277751077%

Reaktionsschritte

2,4-dichloroquinoline-3-carbonitrile (Example 72a) (0.95 g, 4.26 mmol) and ammonium acetate (0.36 g, 4.67 mmol) were heated in acetic acid (20 mL) at 140° C. for 4 hours, then cooled to room temperature. The reaction was poured into ice water (400 mL), and the resultant precipitate was collected by filtration to give 4-chloro-2-oxo-1,2-dihydroquinoline-3-carbonitrile (0.668 g, 77%) as a light yellow solid. M.p.: >250° C. 1H NMR (400 MHz, DMSO-d6) δ7.42 (m, 2H), 7.79 (m, 1H), 7.96 (d, J=8.4 Hz, 1H), 12.72 (s, 1H). MS 205 (MH+)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08541421B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-472c88d0b3554ec1b5f09e0349b829cd
Quellennotizuspto-grants-2013_09