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Hydrochloric Acid → HCID 54682853, Verbindung

HRID 1033487
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1033487
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[NH:5][C:4](=[O:12])[C:3]=1[C:13]([OH:15])=O.[CH3:16][NH:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.Cl>C1(C)C=CC=CC=1>[CH3:16][N:17]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:13]([C:3]1[C:4](=[O:12])[NH:5][C:6]2[C:11]([C:2]=1[OH:1])=[CH:10][CH:9]=[CH:8][CH:7]=2)=[O:15]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 7515N-MethylanilineHCID 546974994-Hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acid

Produkt 1

HCID 54682853HCID 54682853, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

N,N-dicyklohexylcarbodiimide (2.2 parts) is added to a mixture consisting of 1,2-dihydro-4-hydroxy-2-oxo-quinoline-3-carboxylic acid (2.0 parts), N-metylaniline (1.1 parts) and dry toluene (25 parts) while stirring. The stirring is continued at 110° C. for 4 hrs. The reaction mixture is cooled to room temperature and the precipitate formed is filtered off. The precipitate is dissolved at pH 8.2 in 2M sodium hydroxide solution and clarified by filtration to remove the N,N-dicyklohexylurea formed. The solution is acidified with hydrochloric acid solution and the precipitate formed is filtered off. The precipitate is washed with water and methanol and dried to give N-methyl-N-phenyl-1,2-dihydro-4-hydroxy-2-oxo-quinoline-3-carboxamide, m p>300° C. (1:1).

Aufarbeitung

  1. additionN,N-dicyklohexylcarbodiimide (2.2 parts) is added to a mixture
  2. customthe precipitate formed
  3. filtrationis filtered off
  4. dissolutionThe precipitate is dissolved at pH 8.2 in 2M sodium hydroxide solution
  5. filtrationclarified by filtration
  6. customto remove the N,N-dicyklohexylurea
  7. customformed
  8. customthe precipitate formed
  9. filtrationis filtered off
  10. washThe precipitate is washed with water and methanol
  11. customdried

Quellen und Nachweise

ORD-Eintrag
ord-259dd2f4301c4cdcb688b66ac3b753d3
Quelldatensatz
uspto-grants-1994_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05310913

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