Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1818660Generated: November 4, 2026

Sodium Azide → Uridine, 5'-azido-2',5'-dideoxy-

https://huagongshe.com/reaction/1818660

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
ReactantHCID 11036334HCID 11036334—
SolventDimethylformamideHCID 6228—
ProductUridine, 5'-azido-2',5'-dideoxy-HCID 45182559.7%

Reaction Conditions

Temperature95 °C

Reaction Steps

To a solution of 5′-O-tosyl-2′-deoxyuridine (13.591, 0.035 mol) in dry DMF (90 mL) was added NaN3 (9.29 g, 0.141 mol) and the reaction mixture was allowed to stir at 95° C. for 12 h. The reaction mixture was cooled, the solid residue was removed by filtration and the filtrate was concentrated under vacuum to give the crude product. The crude was purified by column chromatography on silica gel (4% methanol in chloroform) which gave the title product (5.29 g, 56%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07601702B2
Source datasetuspto-grants-2009_10
ORD IDord-df49a9b2e00949efb3710c97ccfeca95
Source noteuspto-grants-2009_10