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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1825737Generated: October 26, 2026

Acetic Anhydride → 2-[(4-Cyanophenyl)methylene]-2H-1,4-benzoxazin-3(4H)-one

https://huagongshe.com/reaction/1825737

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
Reactant4-CyanobenzaldehydeHCID 66042—
Reactant2H-1,4-benzoxazin-3(4H)-oneHCID 72757—
SolventTriethylamineHCID 8471—
Product2-[(4-Cyanophenyl)methylene]-2H-1,4-benzoxazin-3(4H)-oneHCID 57180764—

Reaction Steps

4-Cyanobenzaldehyde (1.98 g, 0.015 mol) was added to a mixture of 2H-1,4-benzoxazin-3(4H)-one (1.49 g, 0.01 mol), acetic anhydride (4 ml) and triethylamine (2 ml). The reaction mixture was refluxed for 7 h, left overnight at room temperature and poured into crushed ice. The precipitated solid was collected by filtration and washed with acetonitrile. The crude product was purified by recrystalization from DMF:ethanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07049312B1
Source datasetuspto-grants-2006_05
ORD IDord-5746300fb5824d5084dc4a65723e13e5
Source noteuspto-grants-2006_05