Cyanuric chloride → 2,4-Dichloro-6-phenyl-1,3,5-triazine

HRID 635892

Reaktionsgleichung

Reaktionsgleichung von HRID 635892
[Cl:1][C:2]1[N:7]=[C:6]([Cl:8])[N:5]=[C:4](Cl)[N:3]=1.[C:10]1([Mg]Br)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.O1CCCC1>O1CCCC1>[Cl:1][C:2]1[N:7]=[C:6]([Cl:8])[N:5]=[C:4]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:3]=1

Komponenten

4

Edukt 2

HCID 7954Cyanuric chlorideHCID 178420626HCID 178420626, Verbindung

Produkt 1

HCID 155492,4-Dichloro-6-phenyl-1,3,5-triazine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

(Step 1) To 50 g of 2,4,6-trichloro-1,3,5-triazine was added 300 ml of dry tetrahydrofuran and while the mixture was stirred at room temperature, 150 ml of 2M phenylmagnesium bromide-tetrahydrofuran was added dropwise over about 30 minutes. After completion of dropwise addition, the mixture was stirred at room temperature for 1 hour, and then concentrated. To the residue was added iced water and the resultant was extracted with ether. The extract was washed with water, dried over MgSO4, and concentrated. The resulting crystal crop was recrystallized from isopropyl alcohol to provide 21.1 g of 2,4-dichloro-6-phenyl-1,3,5-triazine as pale yellow crystals.

Aufarbeitung

  1. additionAfter completion of dropwise addition
  2. stirringthe mixture was stirred at room temperature for 1 hour
  3. concentrationconcentrated
  4. additionTo the residue was added iced water
  5. extractionthe resultant was extracted with ether
  6. washThe extract was washed with water
  7. dry with materialdried over MgSO4
  8. concentrationconcentrated
  9. customThe resulting crystal crop was recrystallized from isopropyl alcohol

Quellen und Nachweise

ORD-Eintrag
ord-fa5b09b24dba42f1bbcdaec160dd76b1
Quelldatensatz
uspto-grants-2001_02
Patentnummer
US06191149B1

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