Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 450096Generated: October 25, 2026

4-Nitrobenzaldehyde → 5-(4-Nitrophenyl)-1,3-oxazole

https://huagongshe.com/reaction/450096

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-NitrobenzaldehydeHCID 541—
ReactantPotassium CarbonateHCID 11430—
ReactantTosylmethyl isocyanideHCID 161915—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product5-(4-Nitrophenyl)-1,3-oxazoleHCID 273706895.3%

Reaction Steps

A mixture of 4-nitro benzaldehyde (500 mg, 3.31 mmol), tosylmethyl isocyanide (640 mg, 3.31 mmol) and potassium carbonate (1.37 g, 9.9 mmol) were heated to reflux in methanol (10 ml) for 2 hr. Evaporation of the solvent yielded a residue, which was diluted with water and extracted into ethyl acetate. The organic layer was washed with water and brine, dried and concentrated under reduced pressure to yield 5-(4-nitro-phenyl)-oxazole (600 mg, 95%) as solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08486962B2
Source datasetuspto-grants-2013_07
ORD IDord-1c1b219113ff4d88a12cfe50bc156ee1
Source noteuspto-grants-2013_07