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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2269150Generated: October 27, 2026

Dimethylformamide → 6-Amino-9-benzyl-2-(2-dimethylaminoethyl)thiopurine

https://huagongshe.com/reaction/2269150

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
ReactantCaptamineHCID 25799—
Reactant9-Benzyl-2-chloro-9h-purin-6-amineHCID 276482—
SolventSodium chloride; waterHCID 57417360—
Product6-Amino-9-benzyl-2-(2-dimethylaminoethyl)thiopurineHCID 1833269421%

Reaction Conditions

Temperature100 °C

Reaction Steps

To sodium hydride (600 mg, 15 mmol 60% in mineral oil) were added DMF (10 ml), 2-dimethylaminoethanethiol (1.3 g, 9.2 mmol) and 6-amino-9-benzyl-2-chloropurine (100 mg, 0.39 mmol) in order. The mixture was stirred at 100° C. for 10 hours. After addition of saturated brine the reaction mixture was extracted with chloroform and the organic layer was dried on magnesium sulfate and concentrated in vacuo to dryness. The residue was purified with silica gel chromatography (10% methanol/chloroform) to give the subject compound (24 mg, yield 21%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06329381B1
Source datasetuspto-grants-2001_12
ORD IDord-46552ca1f2fd48cfaf54e18dc3c7360d
Source noteuspto-grants-2001_12