Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2386605Generated: October 25, 2026

Sodium Carbonate → 8-chloro-7-(2-propen-1-yl)-3-(4,4,4-trifluorobutyl)-3,7-dihydro-1H-purine-2,6-dione

https://huagongshe.com/reaction/2386605

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Bromo-1,1,1-trifluorobutaneHCID 521006—
Reactant7-Allyl-8-chloro-1H-purine-2,6(3H,7H)-dioneHCID 59299532—
SolventDimethylformamideHCID 6228—
Product8-chloro-7-(2-propen-1-yl)-3-(4,4,4-trifluorobutyl)-3,7-dihydro-1H-purine-2,6-dioneHCID 5929958857%

Reaction Steps

8-chloro-7-(2-propen-1-yl)-3,7-dihydro-1H-purine-2,6-dione (1.5 g, 6.64 mmol), sodium carbonate (844 mg, 7.9 mmol) and 4-bromo-1,1,1-trifluorobutane (1.39 g, 7.3 mmol) were stirred in dimethylformamide (25 ml, dry) for seven days. The reaction mixture was partitioned between ethyl acetate and water. The organic phase was separated and washed with hydrochloric acid (2N), brine, dried (MgSO4) and then evaporated to dryness. The crude product was triturated with ether and the solid collected by filtration to afford 8-chloro-7-(2-propen-1-yl)-3-(4,4,4-trifluorobutyl)-3,7-dihydro-1H-purine-2,6-dione as a white solid (1.23 g, 57%). m/z 337 [MH+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08268839B2
Source datasetuspto-grants-2012_09
ORD IDord-0b4b9ed5926243d4b27b7c71597e5555
Source noteuspto-grants-2012_09