N,N-Dimethylaniline → 1,6-dichloro-7-methoxy-4-nitro-9(10H)-acridinone

HRID 1584050

Reaktionsgleichung

Reaktionsgleichung von HRID 1584050
[Cl:1][C:2]1[C:7]([C:8]([OH:10])=O)=[C:6]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[C:14]([Cl:20])[CH:13]=2)[C:5]([N+:21]([O-:23])=[O:22])=[CH:4][CH:3]=1.P(Cl)(Cl)(Cl)=O.CN(C)C1C=CC=CC=1>ClCCCl>[Cl:1][C:2]1[C:7]2[C:8](=[O:10])[C:17]3[C:12](=[CH:13][C:14]([Cl:20])=[C:15]([O:18][CH3:19])[CH:16]=3)[NH:11][C:6]=2[C:5]([N+:21]([O-:23])=[O:22])=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 949N,N-DimethylanilineHCID 24813Phosphorus oxychlorideHCID 135883476-Chloro-2-[(3-chloro-4-methoxyphenyl)amino]-3-nitrobenzoic acid

Produkt 1

HCID 135883311,6-dichloro-7-methoxy-4-nitro-9(10H)-acridinone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 111,2-DichloroethaneLösungsmittel

Versuchsvorschrift

A mixture of 17 g of 6-chloro-2-[(3-chloro-4-methoxyphenyl)amino]-3-nitrobenzoic acid, 35 ml of phosphorus oxychloride, 1 ml of N,N-dimethylaniline and 150 ml 1,2-dichloroethane was heated under reflux for 45 minutes. The resulting solid was collected by filtration from the hot reaction mixture and was washed with chloroform to provide 1,6-dichloro-7-methoxy-4-nitro-9(10H)-acridinone, mp 284°-285° C.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 45 minutes
  3. filtrationThe resulting solid was collected by filtration from the hot reaction mixture
  4. washwas washed with chloroform

Quellen und Nachweise

ORD-Eintrag
ord-78590ad93ba54956a2bab90ca6646016
Quelldatensatz
uspto-grants-1985_11
Patentnummer
US04555572

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