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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 273278Generated: October 31, 2026

Water → 9-(2-bromoethyl)-9H-purin-2-amine

https://huagongshe.com/reaction/273278

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantTriphenylphosphine dibromideHCID 70579—
Reactant2-(2-Aminopurin-9-yl)ethanolHCID 344379—
SolventAcetonitrileHCID 6342—
Product9-(2-bromoethyl)-9H-purin-2-amineHCID 11470527—

Reaction Conditions

Temperature35 °C

Reaction Steps

17.92 g (0.1 mole) of 2-amino-9-(2-hydroxyethyl)purine was completely dissolved in 400 ml of acetonitrile, to which 84.42 g (0.20 mole) of dibromotriphenylphosphine was then added. The mixture was stirred for 5 hours at a temperature of 30-40° C. After completion of the reaction, 300 ml of water was added to the reaction product. The resulting solution was neutralized with aqueous sodium hydroxide solution and extracted four times with 500 ml portions of a mixed solution of chloroform and methanol (4:1). The organic layer was collected, and dried with anhydrous magnesium sulfate, followed by filtration and washing. The resulting filtrate was concentrated under reduced pressure, and crystallized from chloroform, 22.03 g (91%) of white 2-amino-9-(2-bromoethyl)purine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07456282B2
Source datasetuspto-grants-2008_11
ORD IDord-0d278cd7c841464aa025a74a5ec384a6
Source noteuspto-grants-2008_11