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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 326169Erstellt: 24. Oktober 2026

5-Amino-1-naphthol → 4-Fluoro-N-(5-hydroxynaphthalen-1-yl)-3-nitrobenzamide

https://huagongshe.com/de/reaction/326169

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt5-Amino-1-naphtholHCID 65746—
Edukt4-Fluoro-3-nitrobenzoyl chlorideHCID 2783347—
LösungsmittelN,N-DimethylanilineHCID 949—
LösungsmittelAcetonitrileHCID 6342—
Produkt4-Fluoro-N-(5-hydroxynaphthalen-1-yl)-3-nitrobenzamideHCID 20462598—

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

22.4 g of 3-nitro-4-fluorobenzoyl chloride (0.12 mols) were added dropwise at 0° C. to a suspension of 19.1 g of 5-amino-1-naphthol (0.12 mols) in 120 ml of acetonitrile and 14.2 g of N,N-dimethylaniline. The mixture was further stirred until it reached room temperature, and then heated for 30 minutes at 50° C. The yellow deposit was suction filtered and washed with acetonitrile. The deposit was dissolved in tetrahydrofurane and stirred with charcoal, filtered and the product was precipitated from the filtrate with petrol 50/75. Yield: 25.8 g=66% of the theoretical yield; mp. 235°-238° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04444867
Quelldatensatzuspto-grants-1984_04
ORD IDord-6d33a443335a4931be334c29a34512c5
Quellennotizuspto-grants-1984_04