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Trityl chloride → HCID 22915640, Verbindung

HRID 2260552
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2260552
[CH3:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([C:12]1[CH:19]=[CH:18][CH:17]=[CH:16][C:13]=1[C:14]#[N:15])[CH:6]=[CH:5]2.[N-:20]=[N+:21]=[N-:22].[Na+].C([Sn](Cl)(CCCC)CCCC)CCC.[OH-].[Na+].[C:40](Cl)([C:53]1[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=1)([C:47]1[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=1)[C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1>C1(C)C=CC=CC=1.CCCCCC>[CH3:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([C:12]1[CH:19]=[CH:18][CH:17]=[CH:16][C:13]=1[C:14]1[N:20]=[N:21][N:22]([C:40]([C:41]3[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=3)([C:53]3[CH:54]=[CH:55][CH:56]=[CH:57][CH:58]=3)[C:47]3[CH:48]=[CH:49][CH:50]=[CH:51][CH:52]=3)[N:15]=1)[CH:6]=[CH:5]2
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

8

Edukt 5

HCID 6456Trityl chlorideHCID 14798Sodium HydroxideHCID 15096Tributyltin ChlorideHCID 33557Sodium AzideHCID 218042392-(6-Methylquinolin-2-yl)benzonitrile

Produkt 1

HCID 22915640HCID 22915640, VerbindungAusbeute 377,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1140TolueneLösungsmittel2×HCID 8058HexaneLösungsmittel

Versuchsvorschrift

3.5 ml of toluene were added to 855 mg (3.5 mmol) of 2-(6-methyl-quinolin-2-yl)benzonitrile obtained in Reference Example 8. To the mixture were further added 0.24 g (0.68 mmol) of sodium azide and 1 ml (3.83 mmol) of tributyltin chloride. After heating under reflux for 45 hours, the mixture was allowed to cool and diluted with 7 ml of toluene. To the mixture were added 0.4 ml (4 mmol) of a 10N sodium hydroxide aqueous solution and 1.01 g (3.61 mmol) of tritylchloride with stirring. After stirring at room temperature for 1.5 hours, 15 ml of hexane were added to the mixture and the solid material was collected by filtration. The thus obtained solid material was washed with 10 ml of water twice and then 5 ml of methanol three times. The filter cake was dried under vacuum to obtain 1.36 g of 5-[2-(6-methylquinolin-2-yl)phenyl] -2-triphenylmethyl-2H-tetrazole.

Aufarbeitung

  1. customobtained in Reference Example 8
  2. temperatureAfter heating
  3. temperatureunder reflux for 45 hours
  4. temperatureto cool
  5. stirringAfter stirring at room temperature for 1.5 hours
  6. filtrationthe solid material was collected by filtration
  7. washThe thus obtained solid material was washed with 10 ml of water twice
  8. customThe filter cake was dried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-590f50a7dc1b4dcd936a11fc03322612
Quelldatensatz
uspto-grants-1995_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05478832

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