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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2416144Generated: October 30, 2026

Uridine → HCID 69539402, compound

https://huagongshe.com/reaction/2416144

Reaction equation

Participants

RoleNameHCIDCharge
ReactantUridineHCID 6029—
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantTriethylamineHCID 8471—
ReactantAzane;hydrateHCID 12896473—
ReactantHCID 69539405HCID 69539405—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventAcetonitrileHCID 6342—
ProductHCID 69539402HCID 6953940260%

Reaction Steps

The method given in the conventional method (2) using DMAP was examined. The results are as follows. To 0.283 g of 3′,5′-O-bis(4-chlorobenzoyl)-2′-deoxyuridine was added 8.5 mL of acetonitrile, 0.221 g of p-toluenesulfonyl chloride, and 0.141 g (2.1 moles base on the uridine derivative) of DMAP, followed by adding dropwise 0.117 g of triethylamine, and the resulting mixture was stirred at room temperature for 22 hours. To this, 5.7 mL of 28% ammonia water was added and the mixture was stirred at room temperature for 2 hours, and then ice-cooled. Crystals were filtered and washed with 60% acetonitrile in water to give 0.17 g of 3′,5′-O-bis(4-chlorobenzoyl)-2′-deoxycytidine. Yield 60%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06822090B2
Source datasetuspto-grants-2004_11
ORD IDord-3a2aa8665e4b4626a48ad70d994ff2ee
Source noteuspto-grants-2004_11