Water → 1-{4-[2-(3-Carboxypropionyloxy)ethylaminocarbonyl]butyl}-5-ethyl-5-phenyl-2,4,6(1H,3H,5H)-pyrimidinetrione

HRID 487850Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 487850
[CH2:1]([C:3]1([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:8]([OH:9])=[N:7][C:6](=[O:10])[N:5]([CH2:11][CH2:12][CH2:13][CH2:14][C:15](OC)=[O:16])[C:4]1=[O:19])[CH3:2].[C:26]1(=[O:32])[O:31][C:29](=[O:30])[CH2:28][CH2:27]1.C[N:34]([C:36]1[CH:41]=CC=CN=1)C.[OH2:42]>C(Cl)(Cl)Cl.ClCCl>[C:29]([CH2:28][CH2:27][C:26]([O:31][CH2:41][CH2:36][NH:34][C:15]([CH2:14][CH2:13][CH2:12][CH2:11][N:5]1[C:4](=[O:19])[C:3]([CH2:1][CH3:2])([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:8](=[O:9])[NH:7][C:6]1=[O:10])=[O:16])=[O:32])([OH:30])=[O:42]

Komponenten

7

Edukt 4

HCID 962WaterHCID 7922Succinic anhydrideHCID 218852-DimethylaminopyridineHCID 1784352455-Ethyl-6-hydroxy-3-(4-methoxycarbonylbutyl)-5-phenyl-2,4(3H,5H)-pyrimidinedione

Produkt 1

HCID 199751881-{4-[2-(3-Carboxypropionyloxy)ethylaminocarbonyl]butyl}-5-ethyl-5-phenyl-2,4,6(1H,3H,5H)-pyrimidinetrione

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6212ChloroformLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of the product from step 1 (2.9 g, 0.007 mole), succinic anhydride (0.7 g, 0.007 mole), and dimethylaminopyridine (0.9 g, 0.007 mole) in chloroform (100 mL) was heated with hot water (50°-60° C.) for 30 min and then stirred at room temperature for 3 days. Dichloromethane (300 mL) was added, and the mixture was washed with 10% hydrochloric acid solution (2×100 mL), washed with saturated sodium chloride solution (100 mL), dried over anhydrous magnesium sulfate, filtered, and solvent removed to give an oil which was used directly in the next step.

Aufarbeitung

  1. washthe mixture was washed with 10% hydrochloric acid solution (2×100 mL)
  2. washwashed with saturated sodium chloride solution (100 mL)
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. customsolvent removed
  6. customto give an oil which

Quellen und Nachweise

ORD-Eintrag
ord-a56e327f4959446e984c93cf72cc5e7f
Quelldatensatz
uspto-grants-1994_03
Patentnummer
US05298403

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