Chlorine → HCID 12733914, Verbindung

HRID 1578257Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1578257
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1Cl)[N:8]([CH2:13][CH3:14])[CH:7]=[C:6]([C:15]([OH:17])=[O:16])[C:5]2=[O:18].[CH3:19][N:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1.ClCl>COCCO.CN(C)C=O>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[N:23]1[CH2:24][CH2:25][N:20]([CH3:19])[CH2:21][CH2:22]1)[N:8]([CH2:13][CH3:14])[CH:7]=[C:6]([C:15]([OH:17])=[O:16])[C:5]2=[O:18]

Komponenten

6

Edukt 3

HCID 24526ChlorineHCID 531671-MethylpiperazineHCID 127338866,7-Dichloro-1-ethyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Produkt 1

HCID 12733914HCID 12733914, VerbindungAusbeute 53 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 80192-MethoxyethanolLösungsmittel

Versuchsvorschrift

A solution of 4.3 g (0.015 mol) of 6,7-dichloro-1-ethyl-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid and 9 g of 1-methylpiperazine in a mixture of methyl cellosolve (45 cm3) and dimethylformamide (10 cm3) was heated to reflux temperature. After 6 hours, 75% of the theoretical amount of ionized chlorine (1 atom) had been released into the mixture. Heating was continued for a further 2 hours. The solution was concentrated to dryness in vacuo. The residue was taken up in 20 cm3 of ethanol. The solid, which was filtered off and recrystallised from methyl cellosolve, gave 2.78 g of 6-chloro-1-ethyl-7-(4-methylpiperazinyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid, m.p. 260° C., which was identical to the compound described in Example 1.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureto reflux temperature
  3. temperatureHeating
  4. waitwas continued for a further 2 hours
  5. concentrationThe solution was concentrated to dryness in vacuo
  6. filtrationThe solid, which was filtered off
  7. customrecrystallised from methyl cellosolve

Quellen und Nachweise

ORD-Eintrag
ord-f389cab282ec4b5da1a5ce97f6951e82
Quelldatensatz
uspto-grants-1981_09
Patentnummer
US04292317

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