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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 847440Generated: October 25, 2026

Ammonia → 5-Bromo-2'-deoxyuridine

https://huagongshe.com/reaction/847440

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantTriphenylphosphineHCID 11776—
ReactantChloroform methanolHCID 21584188—
Reactant5'-Azido-5-bromo-2'-deoxyuridineHCID 54449921—
SolventPyridineHCID 1049—
Solventp-Toluenesulfonic acidHCID 6101—
Product5-Bromo-2'-deoxyuridineHCID 6035—

Reaction Steps

The 5'-azido derivative of 5-bromo-2'-deoxy uridine is prepared via the method described above. The 5'-azido-5-bromo-2'-deoxyuridine (1 mmol) is treated with triphenyl phosphine (1.5 mmol) in pyridine at room temperature for 2 h. Concentrated ammonia (1 ml) is added to the reaction vessel. After 14 h the solvent is removed under vacuum. The residue is dissolved in chloroform/ methanol containing one equivalent of p-toluene sulfonic acid, and this solution is added to hexanes. The 5'-amino-5-bromo-2'-deoxyuridine precipitate is collected and dried.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05142047
Source datasetuspto-grants-1992_08
ORD IDord-3ebc1fb9652a4613aadd82a2a585249c
Source noteuspto-grants-1992_08