Piperazine → HCID 70487249, Verbindung

HRID 463800Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 463800
[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([Cl:14])[C:11]=2[CH3:13])[C:6](=[O:15])[C:5]([C:16]([OH:18])=[O:17])=[CH:4]1)[CH3:2].[NH:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1>CN(C)P(N(C)C)(N(C)C)=O>[ClH:14].[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([N:19]3[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]3)[C:11]=2[CH3:13])[C:6](=[O:15])[C:5]([C:16]([OH:18])=[O:17])=[CH:4]1)[CH3:2]

Komponenten

4

Edukt 2

HCID 4837PiperazineHCID 134916997-Chloro-1-ethyl-1,4-dihydro-8-methyl-4-oxo-3-quinolinecarboxylic acid

Produkt 1

HCID 70487249HCID 70487249, VerbindungAusbeute 48,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 12679HexamethylphosphoramideLösungsmittel

Reaktionsbedingungen

Temperatur
140 °C

Versuchsvorschrift

One hundred milliliter of hexamethylphosphoramide is added to a mixture of 5 g of 1-ethyl-7-chloro-8-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid and 8.5 g of anhydrous piperazine, and the mixture is heated at 140° C. for 8 hours. After heating, the solvent is removed under reduced pressure and, after 500 ml of water is added to the resultant residue, the mixture is adjusted to pH 4 with glacial acetic acid and the insolubles are filtered out. The filtrate is concentrated under reduced pressure, resulting in a light yellow, solid substance. Recrystallization from isopropanol-water (2:1) mixture yields 3.2 g of 1-ethyl-7-(1-piperazinyl)-8-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid hydrochloride as the white, needle-like crystals. m.p. not less than 300° C.

Aufarbeitung

  1. temperatureAfter heating
  2. customthe solvent is removed under reduced pressure
  3. additionafter 500 ml of water is added to the resultant residue
  4. filtrationthe insolubles are filtered out
  5. concentrationThe filtrate is concentrated under reduced pressure
  6. customresulting in a light yellow, solid substance
  7. customRecrystallization from isopropanol-water (2:1) mixture

Quellen und Nachweise

ORD-Eintrag
ord-85785997b2f0413c9cbdefaad5d7a508
Quelldatensatz
uspto-grants-1985_10
Patentnummer
US04544747

Notizen zur Reaktion

Wird geladen…