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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2269081Generated: November 1, 2026

Dimethylformamide → 6-Amino-9-benzyl-2-(3-methylbutyl)thiopurine

https://huagongshe.com/reaction/2269081

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantIsoamyl mercaptanHCID 10925—
ReactantSodium hydrideHCID 24758—
Reactant9-Benzyl-2-chloro-9h-purin-6-amineHCID 276482—
SolventSodium chloride; waterHCID 57417360—
Product6-Amino-9-benzyl-2-(3-methylbutyl)thiopurineHCID 1833270648%

Reaction Conditions

Temperature100 °C

Reaction Steps

To DMF suspension (10 ml) containing sodium hydride (300 mg, 7.5 mmol, 60% in mineral oil) were added 3-methylbutane-1-thiol (1 ml, 8.0 mmol) and 6-amino-9-benzyl-2-chloropurine (200 mg, 0.77 mmol) in order. The mixture was stirred under heating at 100° C. for 2.5 hours. Brine was added thereto and the mixture was extracted with chloroform. The organic layer was dried on magnesium sulfate, filtered and the solvent in the filtrate was evaporated in vacuo. The residue was purified with silica gel chromatography (1% methanol/chloroform) to give the subject compound (120 mg, yield 48%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06329381B1
Source datasetuspto-grants-2001_12
ORD IDord-2d798de5b8e042ba8ed70df02dbd3c73
Source noteuspto-grants-2001_12