Piperidine → 7-Methoxy-3-[3-phenyl-1,2,4-oxadiazol-5-yl]coumarin

HRID 1730952Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1730952
[OH:1][C:2]1[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[CH:6][C:3]=1[CH:4]=O.[C:12]1([C:18]2[N:22]=[C:21]([CH2:23][C:24](O)=[O:25])[O:20][N:19]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.N1CCCCC1>C1(C)C=CC=CC=1>[CH3:11][O:10][C:8]1[CH:9]=[C:2]2[C:3]([CH:4]=[C:23]([C:21]3[O:20][N:19]=[C:18]([C:12]4[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=4)[N:22]=3)[C:24](=[O:25])[O:1]2)=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 8082PiperidineHCID 696002-Hydroxy-4-MethoxybenzaldehydeHCID 70177133-Phenyl-1,2,4-oxadiazole-5-acetic acid

Produkt 1

HCID 215636877-Methoxy-3-[3-phenyl-1,2,4-oxadiazol-5-yl]coumarin

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

7.6 parts of 2-hydroxy-4-methoxy benzaldehyde and 11.6 parts of the ethyl ester of 3-phenyl-1,2,4-oxadiazole-5-acetic acid (boiling point: 150° C/0.5 mm) are dissolved in 80 parts of toluene. 0.5 part of piperidine is added and the mixture is heated under reflux for 1 hour. The mixture is cooled, the crystallized product is filtered and then washed in ethanol. 13.7 parts of 7-methoxy 3-(3-phenyl 1,2,4-oxadiazol-5-yl) coumarin are obtained which, after crystallization in an ethanol-dioxane mixture, melts at 215° C.

Aufarbeitung

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for 1 hour
  3. temperatureThe mixture is cooled
  4. filtrationthe crystallized product is filtered
  5. washwashed in ethanol

Quellen und Nachweise

ORD-Eintrag
ord-17ff0386cf2e4423bc0e5880aaa6b763
Quelldatensatz
uspto-grants-1976_11
Patentnummer
US03994907

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