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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 274321Generated: October 30, 2026

1,2-Dichloroethane → N-dimethylaminomethyleneguanine

https://huagongshe.com/reaction/274321

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantDimethylformamideHCID 6228—
ReactantThionyl ChlorideHCID 24386—
ReactantGuanineHCID 135398634—
SolventWaterHCID 962—
ProductN-dimethylaminomethyleneguanineHCID 13608765385%

Reaction Conditions

Temperature80 °C

Reaction Steps

131.6 g (1.8 mol) of N,N-dimethylformamide and 42.8 g (0.36 mol) of thionyl chloride were added to 500 ml of 1,2-dichloroethane, and then 45.3 g (0.3 mol) of guanine (manufactured by Sumika Fine Chemicals Co., Ltd.) was added, followed by stirring at 80° C. for 6 hours. After cooling, the reaction mixture was added to 1000 ml of water to separate out the water layer, and then the water layer was neutralized with sodium hydrogen carbonate. The precipitating crystal was collected by filtration and washed with 100 ml of water to yield 52.6 g (0.255 mol) of a white crystal of N-dimethylaminomethyleneguanine (yield 85%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05389637
Source datasetuspto-grants-1995_02
ORD IDord-ecdf72925d834464a9b0943d991cf0b9
Source noteuspto-grants-1995_02