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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 599539Generated: October 25, 2026

Diethyl cyanophosphonate → HCID 67067346, compound

https://huagongshe.com/reaction/599539

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl cyanophosphonateHCID 76257—
ReactantEthanone, 2-amino-1-phenyl-, hydrochloride (1:1)HCID 2723597—
Reactant(E)-3-[3-methoxy-4-(4-methylimidazol-1-yl)phenyl]acrylic acidHCID 59528030—
ReactantSodium bicarbonate waterHCID 86585896—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
SolventEthyl AcetateHCID 8857—
ProductHCID 67067346HCID 6706734668.8%

Reaction Conditions

Temperature0 °C

Reaction Steps

Diethyl cyanophosphonate (0.12 mL) was added to a solution of (E)-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]acrylic acid (200 mg) and triethylamine (0.22 mL) in DMF (1 mL) at 0° C. The reaction solution was stirred at 0° C. for 30 minutes, and then α-aminoacetophenone hydrochloride (133 mg) was added in small portions to the reaction solution over 30 minutes. The reaction solution was stirred at 0° C. for 2.5 hours. Then, ethyl acetate and saturated sodium bicarbonate water were added to the reaction solution, and the organic layer was separated. The resulting organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (carrier: Chromatorex™ NH; elution solvent: ethyl acetate→ethyl acetate:methanol=5:1) to obtain 200 mg of the title compound. The property values of the compound are as follows.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07897632B2
Source datasetuspto-grants-2011_03
ORD IDord-de2aebc3ff9040659fc2bc195839e511
Source noteuspto-grants-2011_03