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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 546575Generated: October 25, 2026

Sodium hydride → HCID 57625984, compound

https://huagongshe.com/reaction/546575

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-Chloro-4-(chloromethyl)pyridineHCID 11126573—
Reactant3-{3-Amino-4-[(trifluoromethyl)thio]phenyl}-5,5-dimethylimidazolidine-2,4-dioneHCID 57626017—
SolventDimethylformamideHCID 6228—
ProductHCID 57625984HCID 5762598489.7%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 0.4 g of 3-{3-amino-4-[(trifluoro-methyl)thio]phenyl}-5,5-dimethylimidazolidine-2,4-dione obtained in stage c) below in 20 mL of dimethylformamide are added, under argon, 53 mg of 60% sodium hydride and stirring is continued for 20 minutes at room temperature. To this solution are added 2.85 g of 2-chloro-4chloromethylpyridine obtained in stage b) of Example 3 dissolved in 5 mL of dimethylformamide, and the reaction mixture is then heated at 70° C. for 3.5 hours and then poured into 100 mL of ice-water and extracted with three times 100 mL of ethyl acetate. The combined organic phases are dried over magnesium sulphate, filtered and concentrated under reduced pressure. The residue is taken up in 100 mL of diethyl ether, washed with water, dried over magnesium sulphate, filtered and concentrated under vacuum to give 500 mg of 3-{3-amino-4-[(trifluoromethyl)thio]phenyl}-1-[(2-chloropyridin-4-yl)methyl]-5,5-dimethylimidazolidine-2,4-dione, the characteristics of which are as follows:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07935819B2
Source datasetuspto-grants-2011_05
ORD IDord-2ab8142415bf4652a91608d60b034abe
Source noteuspto-grants-2011_05