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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 546583Generated: October 25, 2026

Sodium hydride → 3-(4-Tert-butylphenyl)-1-[(2-chloropyridin-4-yl)methyl]-5,5-dimethylimidazolidine-2,4-dione

https://huagongshe.com/reaction/546583

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-Chloro-4-(chloromethyl)pyridineHCID 11126573—
Reactant3-(4-Tert-butylphenyl)-5,5-dimethyl-imidazolidine-2,4-dioneHCID 57625972—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product3-(4-Tert-butylphenyl)-1-[(2-chloropyridin-4-yl)methyl]-5,5-dimethylimidazolidine-2,4-dioneHCID 5762597163.5%

Reaction Steps

To a suspension of 1.1 g of sodium hydride in 40 mL of dimethylformamide under argon are successively added 4.9 g of 3-(4-tert-butylphenyl)-5,5-dimethylimidazolidine-2,4-dione obtained in stage c) of Example 1 and 4.55 g of 2-chloro-4-(chloromethyl)pyridine. The reaction mixture is stirred for 48 hours at room temperature and then diluted with 260 mL of water. The solid formed is filtered off, rinsed with diisopropyl ether and dried to give 4.61 g of 3-(4-tert-butylphenyl)-1-[(2-chloropyridin-4-yl)methyl]-5,5-dimethylimidazolidine-2,4-dione in the form of a beige-coloured powder, the characteristics of which are as follows:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07935819B2
Source datasetuspto-grants-2011_05
ORD IDord-7c53bd76a9bd4d68940eca962bf2a48f
Source noteuspto-grants-2011_05