Water → 5-bromo-6-(4'-cyclohexylbenzyloxy)-3-ethyl-2-methylthio-4(3H)-pyrimidinone

HRID 1165204Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1165204
[Br:1][C:2]1[C:3](=[O:13])[N:4]([CH2:11][CH3:12])[C:5]([S:9][CH3:10])=[N:6][C:7]=1[OH:8].[CH:14]1([C:20]2[CH:27]=[CH:26][C:23]([CH2:24]Cl)=[CH:22][CH:21]=2)[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[Br:1][C:2]1[C:3](=[O:13])[N:4]([CH2:11][CH3:12])[C:5]([S:9][CH3:10])=[N:6][C:7]=1[O:8][CH2:24][C:23]1[CH:26]=[CH:27][C:20]([CH:14]2[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19]2)=[CH:21][CH:22]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 133433651-(Chloromethyl)-4-cyclohexylbenzeneHCID 1360354175-bromo-3-ethyl-6-hydroxy-2-methylthio-4(3H)-pyrimidinone

Produkt 1

HCID 142761825-bromo-6-(4'-cyclohexylbenzyloxy)-3-ethyl-2-methylthio-4(3H)-pyrimidinoneAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

In 20 ml of N,N-dimethylformamide were dissolved 1 g of 5-bromo-3-ethyl-6-hydroxy-2-methylthio-4(3H)-pyrimidinone and 0.8 g of 4-cyclohexylbenzyl chloride, and then 1 g of anhydrous potassium carbonate was added thereto. The mixture was subjected to a reaction at 80° C. for 3 hours. After allowing to cool in air, the resulting solution was poured into 50 ml of water and extracted twice with 30 ml of ethyl ether. The ethyl ether layer was washed with water, dried over anhydrous sodium sulfate and then freed of solvent by distillation under reduced pressure to give 1.65 g of a crude product.

Aufarbeitung

  1. customThe mixture was subjected to a reaction at 80° C. for 3 hours
  2. temperatureto cool in air
  3. extractionextracted twice with 30 ml of ethyl ether
  4. washThe ethyl ether layer was washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationfreed of solvent by distillation under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-327ddeef711c4e229ac43d89120d90bf
Quelldatensatz
uspto-grants-1990_03
Patentnummer
US04908379

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