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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1668337Generated: October 26, 2026

Benzaldehyde, 3-amino- → 1-(2-Fluorophenyl)-3-(3-formylphenyl)urea

https://huagongshe.com/reaction/1668337

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehyde, 3-amino-HCID 74366—
Reactant2-Fluorophenyl isocyanateHCID 85588—
ReactantPotassium bisulfateHCID 516920—
Solvent1,2-DichloroethaneHCID 11—
Product1-(2-Fluorophenyl)-3-(3-formylphenyl)ureaHCID 8736283683.7%

Reaction Steps

The product was prepared as described in Example 2, starting with 484 mg of 3-aminobenzaldehyde (4 mmol) (polymerized form) and 548 mg of 2-fluorophenyl isocyanate in 4 ml of DCE. After cooling, the mixture is poured into 100 ml of saturated potassium hydrogen sulfate solution and extracted with twice 50 ml of ethyl acetate. The combined organic phases are washed with water, dried over sodium sulfate and evaporated. 864 mg of the expected aldehyde are isolated in the form of a gum, in an LC/MS purity of 77%. A crystallized fraction is obtained after trituration from ethyl ether. 165 mg of solid are isolated ([M+H]+): 259. RT=4.28 min (acetonitrile/water gradient from 5% to 85%—Method B).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989439B2
Source datasetuspto-grants-2011_08
ORD IDord-e6734d39ccd943858850665bcbc48f10
Source noteuspto-grants-2011_08