Sodium Hydroxide → 5-Bromo-5-(2-ethoxy-ethyl)-pyrimidine-2,4,6-trione

HRID 1243961

Reaktionsgleichung

Reaktionsgleichung von HRID 1243961
[CH2:1]([O:3][CH2:4][CH2:5][CH:6]1[C:11](=[O:12])[NH:10][C:9](=[O:13])[NH:8][C:7]1=[O:14])[CH3:2].[OH-].[Na+].[Br:17]Br>O>[Br:17][C:6]1([CH2:5][CH2:4][O:3][CH2:1][CH3:2])[C:7](=[O:14])[NH:8][C:9](=[O:13])[NH:10][C:11]1=[O:12]

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 24408BromineHCID 219310235-(2-Ethoxy-ethyl)-pyrimidine-2,4,6-trione

Produkt 1

HCID 219311235-Bromo-5-(2-ethoxy-ethyl)-pyrimidine-2,4,6-trione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a mixture of 5-(2-ethoxy-ethyl)-pyrimidine-2,4,6-trione (27.8 g, 139 mmol) (from Preparation 2A) and 1.5 L of water was added 1M sodium hydroxide solution (140 mL) and bromine (7.2 mL, 22.2 g, 139 mmol) at 0° C. After warming to room temperature, the mixture was stirred for 48 hours, filtered, and the solids were washed with water, then ether, then hexanes and dried in vacuo, afforidng 23 g of 5-bromo-5-(2-ethoxy-ethyl)-pyrimidine-2,4,6-trione. 1H NMR (CDCl3): 8.37 (bs, 2H), 3.53 (t, 2H, J=7.0 Hz), 3.35 (q, 2H, J=6.5 Hz), 2.99 (t, 2H, J=7.0 Hz), 1.05 (t, 3H, J=6.5 Hz) ppm. MS (m/z, APCI): 468 [M+H]+.

Aufarbeitung

  1. filtrationfiltered
  2. washthe solids were washed with water
  3. dry with materialether, then hexanes and dried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-4ab9e4405bab4d6d8735b797330c7006
Quelldatensatz
uspto-grants-2006_10
Patentnummer
US07119201B2

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