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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1648525Generated: October 31, 2026

Sodium hydride → HCID 19919792, compound

https://huagongshe.com/reaction/1648525

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-Chloromethyl 2-(trimethylsilyl)ethyl etherHCID 2724271—
Reactantmethyl Z-4-[[2-butyl-5-[(2,5-dioxo-4-imidazolidinylidene)methyl]-1H-imidazol-1-yl]methyl]benzoateHCID 19086239—
SolventDimethylformamideHCID 6228—
ProductHCID 19919792HCID 19919792—

Reaction Steps

To a solution of methyl Z-4-[[2-butyl-5-[(2,5-dioxo-4-imidazolidinylidene)methyl]-1H-imidazol-1-yl]methyl]benzoate (0.200 g, 0.524 mmol) in DMF (2 mL) is added sodium hydride (80% in oil, 0.02 g, 0.67 mmol) and the mixture stirred for 5 minutes. (Trimethylsilyl)ethoxymethyl chloride SEM-C1 (0.100 mL, 0.536 mmol) is added and the mixture allowed to stir for 16 hours. The solvents are removed in vacuo and the residue dissolved in ethyl acetate and water. After drying the organic fraction over MgSO4, the required product is isolated by chromatography, eluting with 0.5% methanol in chloroform. Crystallized from ether.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05436260
Source datasetuspto-grants-1995_07
ORD IDord-de845890a58c48fab02946360ff0c294
Source noteuspto-grants-1995_07