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Morpholine → 2-Chloro-4-cyclopropyl-6-morpholino-1,3,5-triazine

HRID 256709
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 256709
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[Cl:7][C:8]1[N:13]=[C:12](Cl)[N:11]=[C:10]([CH:15]2[CH2:17][CH2:16]2)[N:9]=1.C(=O)([O-])[O-].[K+].[K+]>C(Cl)(Cl)Cl.O>[Cl:7][C:8]1[N:9]=[C:10]([CH:15]2[CH2:17][CH2:16]2)[N:11]=[C:12]([N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)[N:13]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 8083MorpholineHCID 11430Potassium CarbonateHCID 189652202,4-Dichloro-6-cyclopropyl-1,3,5-triazine

Produkt 1

HCID 189652072-Chloro-4-cyclopropyl-6-morpholino-1,3,5-triazineAusbeute 76,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittel2×
HCID 6212
Chloroform
Lösungsmittel
2×

Reaktionsbedingungen

Temperatur
5 °C

Versuchsvorschrift

A solution of 2.61 g (0.03 mole) of morpholine in 20 ml of chloroform is added in the course of 30 minutes to a solution of 5.7 g (0.03 mole) of 2,4-dichloro-6-cyclopropyl-1,3,5-triazine in 50 ml of chloroform, cooled to between 3° and 5° C. The temperature of the mixture is allowed to return to about 10° C., then the mixture is cooled again to 5° C. and a solution of 4.14 g (0.03 mole) of potassium carbonate in 15 ml of water is added dropwise. The mixture is then stirred at room temperature for two hours. 30 ml of water are added and the organic phase is separated off. The solution is washed with water and dried over sodium sulfate, and the solvent is evaporated under reduced pressure. The residue is purified by chromatography on silica (eluent: 96.5:3.5 (v/v) dichloromethane-ethylacetate) and then recrystallized from hexane. 5.5 g of 2-chloro-4-cyclopropyl-6-morpholino-1,3,5-triazine are thus obtained. Yield: 76.2%. M.P.: 99°-100° C.

Aufarbeitung

  1. temperaturecooled to between 3° and 5° C
  2. customto return to about 10° C.
  3. customthe organic phase is separated off
  4. washThe solution is washed with water
  5. dry with materialdried over sodium sulfate
  6. customthe solvent is evaporated under reduced pressure
  7. customThe residue is purified by chromatography on silica (eluent: 96.5:3.5 (v/v) dichloromethane-ethylacetate)
  8. customrecrystallized from hexane

Quellen und Nachweise

ORD-Eintrag
ord-3cfee7b7e7a1454599bd237dd79c0e39
Quelldatensatz
uspto-grants-1993_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05258513

Notizen zur Reaktion

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