Dimethylformamide → 1,3-Bis(3-methoxypropyl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carbaldehyde

HRID 337613Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 337613
[CH:1]([C:3]1[C:4](=[O:10])[NH:5][C:6](=[O:9])[NH:7][CH:8]=1)=[O:2].Br[CH2:12][CH2:13][CH2:14][O:15][CH3:16].[CH2:17]1[CH2:27]CN2C(=NCCC2)C[CH2:18]1.CN([CH:31]=[O:32])C>>[CH3:16][O:15][CH2:14][CH2:13][CH2:12][N:7]1[CH:8]=[C:3]([CH:1]=[O:2])[C:4](=[O:10])[N:5]([CH2:18][CH2:17][CH2:27][O:32][CH3:31])[C:6]1=[O:9]

Komponenten

5

Edukt 4

HCID 6228DimethylformamideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 3045905-FormyluracilHCID 5245511-Bromo-3-methoxypropane

Produkt 1

HCID 866459191,3-Bis(3-methoxypropyl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carbaldehyde

Versuchsvorschrift

To a DMF (0.35 M) solution of 5-formyluracil (1 eq.) was added sequentially at 0° C. 1-bromo-3-methoxypropane (2.2 eq.) and DBU (2.2 eq.). The resulting solution was stirred at RT for 72 h. The volatiles were then removed in vacuo. The crude product mixture thus obtained was directly subjected to purification by way of column chromatography (SiO2, EtOAc) to afford the title compound as a yellow oil.

Aufarbeitung

  1. customThe volatiles were then removed in vacuo
  2. customThe crude product mixture thus obtained
  3. customwas directly subjected to purification by way of column chromatography (SiO2, EtOAc)

Quellen und Nachweise

ORD-Eintrag
ord-cde0f4ebe46b4a7b8cbb8028d434ae96
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08889714B2

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