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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 400998Generated: October 30, 2026

Hydrochloric Acid → HCID 51347479, compound

https://huagongshe.com/reaction/400998

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantUreaHCID 1176—
Reactant3-Ethoxy-4-hydroxy-5-nitrobenzaldehydeHCID 584878—
Reactant3'-Methoxy-2-phenylacetophenoneHCID 2759615—
SolventEthanolHCID 702—
ProductHCID 51347479HCID 5134747927.1%

Reaction Steps

A mixture of 1-(3-methoxyphenyl)-2-phenylethanone (100 mg, 0.44 mmol), 3-ethoxy-4-hydroxy-5-nitrobenzaldehyde (72 mg, 0.34 mmol), urea (80 mg, 1.33 mmol), and concentrated HCl solution (0.04 mL, 0.44 mmol) in EtOH (5 mL) was refluxed overnight. The mixture was evaporated in vacuo and the residue was purified by preparative HPLC to give Compound 15 (42.57 mg, yield 21%). 1H NMR (DMSO-d6 400 MHz): δ 10.29 (s, 1H), 8.72 (s, 1H), 7.54 (s, 1H), 7.44 (s, 1H), 7.18-7.12 (m, 2H), 7.08-7.02 (m, 3H), 6.86-6.81 (m, 3H), 6.77-6.74 (m, 2H), 5.20 (d, J=2.8 Hz, 1H), 4.05 (q, J=6.8 Hz, 2H), 3.63 (s, 3H), 1.33 (t, J=6.8 Hz, 3H); MS (ESI): m/z 462.1 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08741915B2
Source datasetuspto-grants-2014_06
ORD IDord-75d39d6a95d945f7820f4504573c3af1
Source noteuspto-grants-2014_06