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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1665210Generated: October 31, 2026

Chloroform → HCID 86634957, compound

https://huagongshe.com/reaction/1665210

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 86634958HCID 86634958—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 86634957HCID 8663495750.8%

Reaction Steps

Under nitrogen atmosphere, to a mixture of 0.17 g of 3-hydroxymethyl-1-(2-propynyl)imidazolidine-2,4-dione, 0.25 g of (1R)-trans-3-[(E)-3-isopropoxyimino-2-methyl-1-propenyl]-2,2-dimethylcyclopropanecarboxylic acid, catalytic amount of 4-dimethylaminopyridine and 5 ml of anhydrous chloroform was added 0.23 g of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride and the mixture was stirred at room temperature for 5 hours. 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 0.20 g of 2,5-dioxo-3-(2-propynyl)imidazolidin-1-ylmethyl (1R)-trans-3-[(E)-3-isopropoxyimino-2-methyl-1-propenyl]-2,2-dimethylcyclopropanecarboxylate (hereinafter, referred to as the present compound (5)) represented by the formula (5):

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08039499B2
Source datasetuspto-grants-2011_10
ORD IDord-6e1fdc918d28419baaf0167cd20a9356
Source noteuspto-grants-2011_10