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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 612005Erstellt: 25. Oktober 2026

Water → 8-(3-Bromophenylamino)[1,3]dioxolo[4,5-g]quinoline-7-carbonitrile

https://huagongshe.com/reaction/612005

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktBromochloromethaneHCID 6333—
EduktCesium carbonateHCID 10796—
Edukt4-(3-Bromophenylamino)-6,7-dihydroxy-3-quinolinecarbonitrileHCID 135402848—
LösungsmittelDimethylformamideHCID 6228—
Produkt8-(3-Bromophenylamino)[1,3]dioxolo[4,5-g]quinoline-7-carbonitrileHCID 532888342,4%

Reaktionsbedingungen

Temperatur111 °C

Reaktionsschritte

A mixture of 2.17 g (6.09 mmole) of 4-[(3-bromophenyl)amino]-6,7-dihydroxy-3-quinolinecarbonitrile, 0.59 ml (1.18 g; 9.14 mmole) of bromochloromethane and 2.98 g (9.14 mmole) of cesium carbonate in 20 ml of N,N-dimethylformamide was heated and stirred for 2 hours in an oil bath at 111° C. The reaction was poured into 75 ml of water and extracted with four 50 ml portions of methylene chloride. The combined methylene chloride extracts were washed with several portions of water. This solution was taken to an oil in vacuo and this was dissolved in ethyl acetate. This solution was washed repeatedly with water, then with brine. The solution was dried over anhydrous magnesium sulfate, and taken to a solid in vacuo to give 0.95 g of 8-[(3-bromophenyl)amino]-[1,3]-dioxolo[4,5-g]quinoline-7-carbonitrile, m.p. 201-205° C.: mass spectrum (electrospray, m/e): M+H 368.1, 370.1.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06002008
Quelldatensatzuspto-grants-1999_12
ORD IDord-cdb09c24625442dba30f7c3bc7768128
Quellennotizuspto-grants-1999_12