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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1074860Generated: October 26, 2026

Triethylamine → N-Cyanoacetyl-2,4-dimethyl-5-nitroaniline

https://huagongshe.com/reaction/1074860

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2,4-Dimethyl-5-nitroanilineHCID 228007—
Reactant2-Cyanoacetyl chlorideHCID 11051594—
SolventTetrahydrofuranHCID 8028—
ProductN-Cyanoacetyl-2,4-dimethyl-5-nitroanilineHCID 20494977—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 76.6 g (0.455 mol) of 2,4-dimethyl-5-nitroaniline and 64 ml (0.46 mol) triethylamine in 500 ml abs. tetrahydrofurane is added dropwise within 1 h 47.2 g (0.455 mol) cyanoacetyl chloride in 100 ml tetrahydrofurane. After stirring for 2 h at 25° C. and 3 h at 80° C. and cooling to 25° C. the reaction mixture is filtered and poured into water. The precipitate is separated, washed with water and toluene/petrolether and dried. Yield: 84 g (78%) N-cyanoacetyl-2,4-dimethyl-5-nitroaniline, mp. 229°-230° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04394156
Source datasetuspto-grants-1983_07
ORD IDord-c4cf14f6189c4074be60f2d30d9eb65f
Source noteuspto-grants-1983_07