1H-1,2,4-Triazole → HCID 54529319, Verbindung

HRID 1980522Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1980522
[H-].[Na+].[NH:3]1[CH:7]=[N:6][CH:5]=[N:4]1.[F:8][C:9]1[CH:14]=[CH:13][C:12]([Si:15]([C:20]2[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=2)([CH:17](Cl)[CH3:18])[CH3:16])=[CH:11][CH:10]=1.FC1C=CC([Si](C2C=CC(F)=CC=2)(CCCl)C)=CC=1>CN(C)C=O.O.ClCCl.CO>[F:26][C:23]1[CH:24]=[CH:25][C:20]([Si:15]([C:12]2[CH:11]=[CH:10][C:9]([F:8])=[CH:14][CH:13]=2)([CH3:16])[CH:17]([N:3]2[CH:7]=[N:6][CH:5]=[N:4]2)[CH3:18])=[CH:21][CH:22]=1

Komponenten

9

Edukt 4

HCID 92571H-1,2,4-TriazoleHCID 24758Sodium hydrideHCID 20401745HCID 20401745, VerbindungHCID 20401762HCID 20401762, Verbindung

Produkt 1

HCID 54529319HCID 54529319, VerbindungAusbeute 12 %

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel2×HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A mixture of 1.78 g (37 mmol) of 50% sodium hydride, 30 ml of dimethylformamide, and 2.56 g (37 mmol) of 1H-1,2,4-triazole was stirred at 50° for one hour, and a solution of 10 g (33.7 mmol) of a 1:1 mixture of bis(4-fluorophenyl)-1-chloroethyl(methyl)silane and bis(4-fluorophenyl)-2-chloroethyl(methyl)silane in 10 ml of dimethylformamide was added. The mixture was stirred at 50° for 64 hours, cooled, diluted with water, and extracted with ether. The ether extracts were washed with water and brine, dried over sodium sulfate, and evaporated to leave a viscous oil. Chromatography over silica gel eluting with dichloromethane followed by 3% methanol in dichloromethane provided 1.37 g (12%) of the title compound as a viscous oil: nmr (CDCl3) 0.7 (3H, s), 1.6 (3H, d, J=7 Hz), 4.5 (1H, q, J=7 Hz), 6.9-7.7 (8H, m), 7.9 (1H, s), and 8.0 (1H, s).

Aufarbeitung

  1. additionwas added
  2. stirringThe mixture was stirred at 50° for 64 hours
  3. temperaturecooled
  4. extractionextracted with ether
  5. washThe ether extracts were washed with water and brine
  6. dry with materialdried over sodium sulfate
  7. customevaporated
  8. customto leave a viscous oil

Quellen und Nachweise

ORD-Eintrag
ord-8503518506be4bdaaaa37734ef390892
Quelldatensatz
uspto-grants-1985_04
Patentnummer
US04510136

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