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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2269075Generated: October 30, 2026

Dimethylformamide → 6-Amino-9-benzyl-2-ethylthiopurine

https://huagongshe.com/reaction/2269075

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantEthanethiolHCID 6343—
ReactantSodium hydrideHCID 24758—
Reactant9-Benzyl-2-chloro-9h-purin-6-amineHCID 276482—
SolventSodium chloride; waterHCID 57417360—
Product6-Amino-9-benzyl-2-ethylthiopurineHCID 1833268882%

Reaction Conditions

Temperature110 °C

Reaction Steps

To DMF suspension (10 ml) containing sodium hydride (300 mg, 7.5 mmol, 60% in mineral oil) were added ethanethiol (2 ml, 27 mmol) and 6-amino-9-benzyl-2-chloropurine (100 mg, 0.39 mmol) in order. The mixture was stirred under heating at 110° C. for 3.5 hours. Brine was added thereto and the mixture was extracted with ethyl acetate. The organic layer was dried on magnesium sulfate, filtered and the solvent in the filtrate was evaporated. The residue was purified with silica gel chromatography (1% methanol/chloroform) to give the subject compound (90 mg, yield 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06329381B1
Source datasetuspto-grants-2001_12
ORD IDord-000edacf744a4433b9f57bfb4ff79b2f
Source noteuspto-grants-2001_12