Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2269080Generated: October 26, 2026

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

https://huagongshe.com/reaction/2269080

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-PentanethiolHCID 8067—
ReactantSodium hydrideHCID 24758—
Reactant9-Benzyl-2-chloro-9h-purin-6-amineHCID 276482—
SolventSodium chloride; waterHCID 57417360—
Product6-Amino-9-benzyl-2-pentylthiopurineHCID 1833273481%

Reaction Conditions

Temperature110 °C

Reaction Steps

To DMF suspension (10 ml) containing sodium hydride (277 mg, 6.9 mmol, 60% in mineral oil) were added 1-pentanethiol (2 ml, 16 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 4 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 in vacuo. The residue was purified with silica gel chromatography (1% methanol/chloroform) to give the subject compound (102 mg, yield 81%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06329381B1
Source datasetuspto-grants-2001_12
ORD IDord-e03bb4c5b409436dbfe5dcd3f1993e36
Source noteuspto-grants-2001_12