Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2172565Generated: October 31, 2026

Dimethylformamide → 8-Bromo-7-(2-butyn-1-yl)-3,7-dihydro-3-methyl-1H-purine-2,6-dione

https://huagongshe.com/reaction/2172565

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantDiisopropylethylamineHCID 81531—
Reactant8-bromo-3-methyl-3,7-dihydro-1H-purine-2,6-dioneHCID 1548797—
Reactant1-Bromo-2-butyneHCID 2756862—
SolventWaterHCID 962—
Product8-Bromo-7-(2-butyn-1-yl)-3,7-dihydro-3-methyl-1H-purine-2,6-dioneHCID 2108892785.4%

Reaction Conditions

Temperature85 °C

Reaction Steps

3-Methyl-8-bromo-xanthine (30 gm) and N,N-dimethylformamide (170 mL) were charged into a 1000 mL round bottomed flask equipped with a mechanical stirrer. Diisopropylethylamine (DIPEA, 15.9 gm) and 1-bromo-2-butyne (16.2 gm) were added at 30° C. The reaction mixture was heated to 85° C. and maintained the temperature for 4 hours. The reaction mixture was cooled to 30° C. and pre cooled water (300 mL) was added. The solid formed was collected by filtration and washed with pre cooled water (150 mL) and diethyl ether (30 mL). The solid was dried in oven under vacuum at 50° C. to get 30.9 gm of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09056112B2
Source datasetuspto-grants-2015_06
ORD IDord-42ad3127e7f24e73b51993b6188c5b2b
Source noteuspto-grants-2015_06