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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Water | HCID 962 | — |
| Edukt | Bromochloromethane | HCID 6333 | — |
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | 4-(3-Bromophenylamino)-6,7-dihydroxy-3-quinolinecarbonitrile | HCID 135402848 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 8-(3-Bromophenylamino)[1,3]dioxolo[4,5-g]quinoline-7-carbonitrile | HCID 5328883 | 42,4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06002008 |
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| Quelldatensatz | uspto-grants-1999_12 |
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| ORD ID | ord-cdb09c24625442dba30f7c3bc7768128 |
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| Quellennotiz | uspto-grants-1999_12 |
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