Bifonazole → 1,3-Bis-[alpha-(-biphenylyl)-benzyl]-imidazolium chloride

HRID 1389057

Reaktionsgleichung

Reaktionsgleichung von HRID 1389057
[C:1]1(C2C=CC=CC=2)[CH:6]=[CH:5][C:4]([CH:7]([N:14]2[CH:18]=[CH:17][N:16]=[CH:15]2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:3][CH:2]=1.[C:25]1([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[CH:31]([Cl:38])[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1>C(#N)C>[Cl-:38].[C:25]1([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[CH:31]([N+:16]1[CH:17]=[CH:18][N:14]([CH:7]([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:13]=2[C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[C:4]2[CH:5]=[CH:6][CH:1]=[CH:2][CH:3]=2)[CH:15]=1)[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1

Komponenten

4

Edukt 2

HCID 2378BifonazoleHCID 13823625alpha-Biphenylyl-benzyl chloride

Produkt 1

HCID 202982001,3-Bis-[alpha-(-biphenylyl)-benzyl]-imidazolium chlorideAusbeute 122,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

31 g (0.1 mol) of 1-[α-(4-biphenylyl)-benzyl]-imidazole and 27.9 g (0.1 mol) of α-biphenylyl-benzyl chloride are suspended in 200 ml of acetonitrile. The mixture is heated under reflux for 18 hours. The reaction mixture is then concentrated by distilling off the solvent and the residue, in 500 ml of toluene, is heated under reflux. The gel thereby formed is separated off and caused to crystallise by trituration with diisopropyl ether. 36 g (62% of theory) of 1,3-bis-[α-(-biphenylyl)-benzyl]-imidazolium chloride of melting point 150° C. (with decomposition) are obtained.

Aufarbeitung

  1. temperatureThe mixture is heated
  2. temperatureunder reflux for 18 hours
  3. concentrationThe reaction mixture is then concentrated
  4. distillationby distilling off the solvent
  5. temperaturethe residue, in 500 ml of toluene, is heated
  6. temperatureunder reflux
  7. customThe gel thereby formed
  8. customis separated off
  9. customto crystallise by trituration with diisopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-b2e8f8b42a1d4840979c37d9bd326313
Quelldatensatz
uspto-grants-1981_01
Patentnummer
US04243670

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