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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1665207Generated: October 30, 2026

Chloroform → HCID 86634951, compound

https://huagongshe.com/reaction/1665207

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant2,4-Imidazolidinedione, 3-(hydroxymethyl)-1-(2-propynyl)-HCID 11789597—
ReactantHCID 86634952HCID 86634952—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 86634951HCID 8663495135.2%

Reaction Steps

Under nitrogen atmosphere, to a mixture of 0.44 g of 3-hydroxymethyl-1-(2-propynyl)imidazolidine-2,4-dione, 0.58 g of (1R)-trans-3-[(E)-3-ethoxyimino-2-methyl-1-propenyl]-2,2-dimethylcyclopropanecarboxylic acid, catalytic amount of 4-dimethylaminopyridine and 5 ml of anhydrous chloroform was added 0.50 g of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride and the mixture was stirred at room temperature overnight. Thereafter, saturated brine was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, then, filtrated, and the filtrate was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 0.34 g of 2,5-dioxo-3-(2-propynyl)imidazolidin-1-ylmethyl (1R)-trans-3-[(E)-3-ethoxyimino-2-methyl-1-propenyl]-2,2-dimethylcyclopropanecarboxylate (hereinafter, referred to as the present compound (2)) represented by the formula (2):

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08039499B2
Source datasetuspto-grants-2011_10
ORD IDord-fb1c9ae24bbe485f8ecf931a9429ab12
Source noteuspto-grants-2011_10