Sodium Azide → 5-(azidomethyl)-2,4(1H,3H)-pyrimidinedione

HRID 2211818

Reaktionsgleichung

Reaktionsgleichung von HRID 2211818
[N-:1]=[N+:2]=[N-:3].[Na+].Cl[CH2:6][C:7]1[C:8](=[O:14])[NH:9][C:10](=[O:13])[NH:11][CH:12]=1>CS(C)=O>[N:1]([CH2:6][C:7]1[C:8](=[O:14])[NH:9][C:10](=[O:13])[NH:11][CH:12]=1)=[N+:2]=[N-:3]

Komponenten

4

Edukt 2

HCID 33557Sodium AzideHCID 2361255-(Chloromethyl)uracil

Produkt 1

HCID 219630275-(azidomethyl)-2,4(1H,3H)-pyrimidinedioneAusbeute 98,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Versuchsvorschrift

Sodium azide (0.6 g, 9.34 mmol) was added to a solution of 5-(chloromethyl)-2,4(1H,3H)-pyrimidinedione (0.3 g, 1.67 mmol) in DMSO (5 ml) under nitrogen at room temperature. The reaction was stirred for 2 h then partitioned between ethyl acetate and water. The organic layer was washed with brine, dried over magnesium sulfate and concentrated to give the 5-(azidomethyl)-2,4(1H,3H)-pyrimidinedione (0.275 g, 98%) as a yellow solid.

Aufarbeitung

  1. customthen partitioned between ethyl acetate and water
  2. washThe organic layer was washed with brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-22f7f1367d0f4603af5b503bf3ddbb77
Quelldatensatz
uspto-grants-2006_09
Patentnummer
US07101883B2

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