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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2211818Generated: October 26, 2026

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

https://huagongshe.com/reaction/2211818

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactant5-(Chloromethyl)uracilHCID 236125—
SolventDimethyl SulfoxideHCID 679—
Product5-(azidomethyl)-2,4(1H,3H)-pyrimidinedioneHCID 2196302798.5%

Reaction Steps

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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07101883B2
Source datasetuspto-grants-2006_09
ORD IDord-22f7f1367d0f4603af5b503bf3ddbb77
Source noteuspto-grants-2006_09