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Methyl iodide → 1,3,5-Triazino(1,2-a)benzimidazol-4(3H)-one, 2,10-dihydro-2,2,3,10-tetramethyl-

HRID 615092
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 615092
[CH3:1][C:2]1([CH3:17])[N:10]([CH3:11])[C:9](=[O:12])[N:8]2[C:4](=[N:5][C:6]3[CH:16]=[CH:15][CH:14]=[CH:13][C:7]=32)[NH:3]1.CI.[C:20](=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:1][C:2]1([CH3:17])[N:10]([CH3:11])[C:9](=[O:12])[N:8]2[C:4]([N:5]([CH3:20])[C:6]3[CH:16]=[CH:15][CH:14]=[CH:13][C:7]=32)=[N:3]1
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Komponenten

5

Edukt 3

HCID 6328Methyl iodide2×HCID 11430Potassium CarbonateHCID 1591201,2-dihydro-2,2,3-trimethyl-1,3,5-triazino[1,2-a]benzimidazol-4(3H)-one

Produkt 1

HCID 1591111,3,5-Triazino(1,2-a)benzimidazol-4(3H)-one, 2,10-dihydro-2,2,3,10-tetramethyl-Ausbeute 101,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180
Acetone
Lösungsmittel

Versuchsvorschrift

A mixture of 2.0 g (0.0087 mole) 1,2-dihydro-2,2,3-trimethyl-1,3,5-triazino[1,2-a]benzimidazol-4(3H)-one, 1.1 ml (0.0174 mole) methyl iodide, anhydrous potassium carbonate (1 gram) and acetone (100 ml) was heated under reflux, with stirring, overnight. After refluxing had continued 21 hours an additional 1 ml of methyl iodide was added and solids removed from the mixture by suction filtration. The filtrate was evaporated under reduced pressure and the resulting residue dissolved in ethyl acetate, washed with water, then with brine and dried over MgSO4, filtered and solvent stripped off to give 1.8 g of crude product. Purification by high pressure liquid chromatography gave a solid, mp 79°-82° C.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux
  3. temperatureAfter refluxing
  4. waithad continued 21 hours
  5. customsolids removed from the mixture by suction filtration
  6. customThe filtrate was evaporated under reduced pressure
  7. dissolutionthe resulting residue dissolved in ethyl acetate
  8. washwashed with water
  9. dry with materialwith brine and dried over MgSO4
  10. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-3cd249cd169e49d49b0953154bdab7d9
Quelldatensatz
uspto-grants-1985_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04497650

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