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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1283161Generated: October 30, 2026

Cyanoacetamide → alpha-Cyano-beta-(2-Nitro-5-Chlorophenyl)Acrylamide

https://huagongshe.com/reaction/1283161

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyanoacetamideHCID 7898—
ReactantDiethylamineHCID 8021—
Reactant5-Chloro-2-nitrobenzaldehydeHCID 81123—
ReactantSodium ethoxideHCID 2723922—
SolventEthanolHCID 702—
Productalpha-Cyano-beta-(2-Nitro-5-Chlorophenyl)AcrylamideHCID 54133839—

Reaction Steps

A mixture of 5-chloro-2-nitrobenzaldehyde (47.0 g., 0.25 mole), 2-cyanoacetamide (21.0 g., 0.25 mole), diethylamine (0.5 ml.) and ethanol (500 ml.) is heated at reflux for one hour. Sodium ethoxide (10 mg.) is added to the clear mixture and refluxing continued for an additional 2.5 hours. It is then cooled and the crystalline product which precipitates recovered by filtration. Yield = 52.3 g. (88%); m.p. of crude = 183°-185° C. It is used without purification in step B.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03974161
Source datasetuspto-grants-1976_08
ORD IDord-90325b22806e4779a67be3d1ba366287
Source noteuspto-grants-1976_08