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Cyclohexanecarbonyl chloride → HCID 21326339, Verbindung

HRID 26032
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 26032
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([OH:13])=[C:6]2[C:11]=1[NH:10][C:9](=[O:12])[CH2:8][CH2:7]2.[CH:14]1([C:20](Cl)=[O:21])[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1>N1C=CC=CC=1>[CH:14]1([C:20]([NH:1][C:2]2[CH:3]=[CH:4][C:5]([OH:13])=[C:6]3[C:11]=2[NH:10][C:9](=[O:12])[CH2:8][CH2:7]3)=[O:21])[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 75938Cyclohexanecarbonyl chlorideHCID 213263108-Amino-5-hydroxy-3,4-dihydrocarbostyril

Produkt 1

HCID 21326339HCID 21326339, VerbindungAusbeute 38,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

10.7 g of 8-amino-5-hydroxy-3,4-dihydrocarbostyril was dissolved in 100 ml of pyridine, and 10.0 g of cyclohexylcarbonyl chloride was added to the solution while vigorously stirring at room temperature followed by stirring at 50° C. for 30 minutes. The precipitated crystals were recovered by filtration, washed with ethanol, dried and dissolved in 200 ml of a 10% aqueous sodium hydroxide solution. Activated carbon was added to the solution, and the mixture was stirred and filtered. The filtrate was rendered acidic with hydrochloric acid under ice cooling, and the precipitated crystals were recovered by filtration, washed with water and dried. Recrystallization from methanol yielded 6.6 g of 8-cyclohexylcarbonylamino-5-hydroxy-3,4-dihydrocarbostyril as colorless amorphous crystals having a melting point of 304.2°-304.8° C.

Aufarbeitung

  1. stirringby stirring at 50° C. for 30 minutes
  2. filtrationThe precipitated crystals were recovered by filtration
  3. washwashed with ethanol
  4. customdried
  5. dissolutiondissolved in 200 ml of a 10% aqueous sodium hydroxide solution
  6. additionActivated carbon was added to the solution
  7. stirringthe mixture was stirred
  8. filtrationfiltered
  9. filtrationthe precipitated crystals were recovered by filtration
  10. washwashed with water
  11. customdried
  12. customRecrystallization from methanol

Quellen und Nachweise

ORD-Eintrag
ord-ed3e672efcb94cddae4823c564ec1843
Quelldatensatz
uspto-grants-1979_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04147869

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