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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 704790Generated: October 30, 2026

Ethyl Bromide → trans-4-(2-cyanoimino-3-ethylimidazolidin-1-yl)-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile

https://huagongshe.com/reaction/704790

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl BromideHCID 6332—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 178431170HCID 178431170—
SolventDimethylformamideHCID 6228—
Producttrans-4-(2-cyanoimino-3-ethylimidazolidin-1-yl)-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-carbonitrileHCID 8674454868.2%

Reaction Conditions

Temperature63 °C

Reaction Steps

A mixture of trans-4-(2-cyanoiminoimidazolidin-1-yl)-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-6carbonitrile (0.78 g), ethyl bromide (1.08 g) and potassium carbonate (1.38 g) in N,N-dimethylformamide (7.8 ml) was heated for 3 hours at 63° C. The reaction mixture was poured into ice-water (50 ml), and extracted with ethyl acetate. The extract was washed with water, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure. The residue was recrystallized from ethanol to give trans-4-(2-cyanoimino-3-ethylimidazolidin-1-yl)-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile (0.58 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04988723
Source datasetuspto-grants-1991_01
ORD IDord-7bd395c0a6af4e31b1418eb9df6c37c0
Source noteuspto-grants-1991_01