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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 924797Generated: November 2, 2026

Hydrochloric Acid → HCID 51347780, compound

https://huagongshe.com/reaction/924797

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantUreaHCID 1176—
Reactant3-Ethoxy-4-hydroxy-5-nitrobenzaldehydeHCID 584878—
Reactant2-(3-Cyanophenyl)acetophenoneHCID 9859311—
SolventEthanolHCID 702—
ProductHCID 51347780HCID 5134778013.4%

Reaction Steps

To a solution of 3-(2-oxo-2-phenylethyl)benzonitrile (Intermediate 11) (80 mg, 0.36 mmol), 3-ethoxy-4-hydroxy-5-nitrobenzaldehyde (76 mg, 0.36 mmol), and urea (50 mg, 1.08 mmol) in 20 mL of ethanol was added 0.2 mL of concentrated HCl solution, and the mixture was stirred at reflux for 2 days. After the solvent was removed under reduced pressure, the residue was purified by thin layer chromatography (PE:EtOAc=1:2) to give Compound 29 (22 mg, yield 2.5%). 1H NMR (CD3OD 400 MHz): δ 7.45 (s, 1H), 7.27 (d, J=7.2 Hz, 1H), 7.21-7.18 (m, 5H), 7.12-7.05 (m, 3H), 6.98 (s, 1H), 5.20 (s, 1H), 3.97-3.94 (m, 2H), 1.30 (t, J=6.8 Hz, 3H); MS (ESI): m/z 457.2 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09283229B2
Source datasetuspto-grants-2016_03
ORD IDord-75273ad3f61646768eeabb44e9643395
Source noteuspto-grants-2016_03