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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2177950Generated: October 30, 2026

Urea → HCID 56961407, compound

https://huagongshe.com/reaction/2177950

Reaction equation

Participants

RoleNameHCIDCharge
ReactantUreaHCID 1176—
Reactant2-PhenylacetophenoneHCID 9948—
Reactant3-Formyl-2-hydroxybenzonitrileHCID 20554650—
SolventAcetic AcidHCID 176—
ProductHCID 56961407HCID 56961407—

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of 1,2-diphenylethanone (1.6 g, 8.16 mmol), and 3-formyl-2-hydroxybenzonitrile (Intermediate 47b) (1.0 g, 6.80 mmol) in AcOH (5 mL) was added urea (1.2 g, 20.4 mmol). The mixture was stirred at 120° C. under microwave for 3 h. The volatiles were removed under reduced pressure and standard aqueous workup procedure was followed. The crude was recrystallized by EA (10 mL) to afford Compound 94 as a white power (436 mg, 26%). 1H NMR (DMSO-d6500 MHz): δ 8.10 (s, 1H), 7.79 (d, J=2.5 Hz, 1H), 7.75 (d, J=2.0 Hz, 1H), 7.58 (d, J=7.5 Hz, 3H), 7.30-7.36 (m, 3H), 7.18 (s, 1H), 7.02 (d, J=6.0 Hz, 3H), 6.78 (d, J=6.0 Hz, 2H), 4.44 (d, J=2.0 Hz, 1H), 4.14 (s, 1H); MS (ESI): m/z 368.1 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067893B2
Source datasetuspto-grants-2015_06
ORD IDord-89913dbb9ef249e9a31c710a45b6f8dc
Source noteuspto-grants-2015_06