Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2382610Generated: November 1, 2026

Nitroethane → 1-Chloro-2-nitro-4-[(1E)-2-nitro-1-propen-1-yl]benzene

https://huagongshe.com/reaction/2382610

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitroethaneHCID 6587—
Reactant4-Chloro-3-nitrobenzaldehydeHCID 85505—
ReactantAmmonium AcetateHCID 517165—
SolventDichloromethaneHCID 6344—
Product1-Chloro-2-nitro-4-[(1E)-2-nitro-1-propen-1-yl]benzeneHCID 13776266—

Reaction Conditions

Temperature80 °C

Reaction Steps

A stirred mixture of 3-Nitro-4-chlorobenzaldehyde (10 g, 53.89 mmol), ammonium acetate (1.39 g, 18 mmol) and nitroethane (31.3 ml, 432 mmol) is heated at reflux (80° C.) overnight. After cooling to room temperature the reaction mixture is concentrated if vacuo to give a solid which is dissolved in DCM (200 ml) and washed with water (3×200 ml), followed by brine (200 ml). The organic portion is dried over MgSO4, filtered and concentrated in vacuo to afford the title compound as an orange solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263585B2
Source datasetuspto-grants-2012_09
ORD IDord-d01c4645e48d4893b364a106fc13dade
Source noteuspto-grants-2012_09