Cyanuric chloride → 2-Chloro-4,6-bis[(oxiran-2-yl)methoxy]-1,3,5-triazine

HRID 330348Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 330348
[N:1]1[C:8](Cl)=[N:7][C:5](Cl)=[N:4][C:2]=1[Cl:3].[O:10]1[CH2:14][CH:11]1[CH2:12][OH:13].[OH-:15].[Na+]>C(Cl)(Cl)Cl>[Cl:3][C:2]1[N:4]=[C:5]([O:13][CH2:12][CH:11]2[O:10][CH2:14]2)[N:7]=[C:8]([O:15][CH2:12][CH:11]2[O:10][CH2:14]2)[N:1]=1

Komponenten

5

Edukt 3

HCID 7954Cyanuric chlorideHCID 11164GlycidolHCID 14798Sodium Hydroxide

Produkt 1

HCID 187799312-Chloro-4,6-bis[(oxiran-2-yl)methoxy]-1,3,5-triazine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

To a mechanically stirred solution of 220.8 g (1.2 mol) cyanuric chloride in 1500 ml chloroform, cooled to 0°-10° C., was added 266.4 g (3.6 mol) 2,3-epoxy-1-propanol in one portion. Aqueous sodium hydroxide (50% solution; 192 g) was added to the mixture dropwise with stirring over about 3 hr maintaining the reaction temperature below 10° C. and preferably around 0°-5° C. The reaction mixture was allowed to warm slowly to room temperature. The chloroform layer was washed with distilled water until neutral and dried over magnesium sulfate. The reaction product was found by nuclear magnetic resonance to be 2-chloro-4,6-diglycidoxy-1,3,5-triazine. Analysis showed about 95% (by weight) chlorodiglycidoxytriazine. The reaction mixture also was found to contain small amounts of triglycidoxytriazine and dichloro monoglycidoxytriazine.

Aufarbeitung

  1. temperaturemaintaining the reaction temperature below 10° C. and preferably around 0°-5° C
  2. washThe chloroform layer was washed with distilled water until neutral and
  3. dry with materialdried over magnesium sulfate

Quellen und Nachweise

ORD-Eintrag
ord-082ba3701cbf478cab5efa205c7b6b08
Quelldatensatz
uspto-grants-1990_01
Patentnummer
US04895945

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