Dimethylformamide → N-Methyl-(6-amino-9-benzyl-2-purinyl)thioacetamide

Participants

Role	Name	HCID	Charge
Reactant	Dimethylformamide	HCID 6228	—
Reactant	Hexane	HCID 8058	—
Reactant	Sodium hydride	HCID 24758	—
Reactant	9-Benzyl-2-chloro-9h-purin-6-amine	HCID 276482	—
Reactant	Acetamide, 2-mercapto-N-methyl-	HCID 4047279	—
Solvent	Sodium chloride; water	HCID 57417360	—
Product	N-Methyl-(6-amino-9-benzyl-2-purinyl)thioacetamide	HCID 18332802	60%

Reaction Conditions

Temperature	100 °C

Reaction Steps

Sodium hydride (320 mg, 8 mmol 60% in mineral oil) was washed with hexane. Thereto were added DMF (10 ml), 2-mercapto-N-methylacetamide (1 ml) and 6-amino-9-benzyl-2-chloropurine (200 mg, 0.77 mmol) in order. The mixture was stirred at 100° C. for 8 hours. After addition of saturated brine the reaction mixture was extracted with ethyl acetate. The organic layer was dried on magnesium sulfate and the solvent was removed in vacuo. The residue was purified with silica gel chromatography (3% methanol/chloroform) to give the subject compound (158 mg, yield 60%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06329381B1
Source dataset	uspto-grants-2001_12
ORD ID	ord-ecefc0547f484b0b8b6865d2ce4f6a7e
Source note	uspto-grants-2001_12