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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 636911Erstellt: 26. Oktober 2026

Sodium Hydroxide → 1-Amino-6-bromoisoquinoline

https://huagongshe.com/reaction/636911

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium HydroxideHCID 14798—
EduktAmmonium AcetateHCID 517165—
Edukt6-Bromo-1-phenoxyisoquinolineHCID 22665862—
Produkt1-Amino-6-bromoisoquinolineHCID 2260761671,8%

Reaktionsbedingungen

Temperatur150 °C

Reaktionsschritte

A mixture of 12 g of 1c and 27 g of ammonium acetate was heated at 150° C. for 14 hours. After cooling to room temperature aqueous 3N NaOH was added and the mixture was extracted with ethyl acetate. The ethyl acetate extract was washed with brine and aqueous 2N hydrochloric acid was added until pH2-3. The acid aqueous layer was separated, made basic (pH 10) with aqueous 2N NaOH and extracted with ethyl acetate. The ethyl acetate layer was washed with brine, dried (MgSO4) and concentrated to give 6.4 g of 1d. 1H-NMR 200 MHz (CDCl3) δ: 5.1 (2H, br s), 6.96 (1H, dd, J=6 Hz and J=]Hz), 7.54-7.70 (2H, m), 7.88 (1H, d, J=2 Hz), 7.98 (1H, d, J=6 Hz).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06194409B1
Quelldatensatzuspto-grants-2001_02
ORD IDord-25fe104964ac4f3e8ad5a7850535d88c
Quellennotizuspto-grants-2001_02