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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1266209Generated: October 27, 2026

Triethylamine → N-(4-propylphenyl)-5-(4-cyanobenzamido)-2-methylbenzamide

https://huagongshe.com/reaction/1266209

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-PropylanilineHCID 75908—
Reactant5-(4-Cyanobenzamido)-2-methylbenzoyl chlorideHCID 22667774—
SolventDichloromethaneHCID 6344—
ProductN-(4-propylphenyl)-5-(4-cyanobenzamido)-2-methylbenzamideHCID 980095016.4%

Reaction Steps

4-n-Propylaniline (0.11 g) was added to a stirred suspension of 5-(4-cyanobenzamido)-2-methylbenzoyl chloride (0.224 g), triethylamine (0.21 ml) and methylene chloride (5 ml) and the resultant mixture was stirred at ambient temperature for 16 hours. The mixture was filtered and the filtrate was evaporated. The residue was purified by column chromatography on silica using increasingly polar mixtures of methylene chloride and methanol as eluent. There was thus obtained the title compound (0.049 g); NMR Spectrum: (DMSOd6) 0.87 (t, 3H), 1.56 (m, 2H), 2.33 (s, 3H), 2.48 (m, 2H), 7.13 (d, 2H), 7.28 (d, 1H), 7.63 (m, 2H), 7.83 (m, 3H), 8.01 (d, 1H), 8.1 (m, 2H); Mass Spectrum: M+H+ 398.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06548514B1
Source datasetuspto-grants-2003_04
ORD IDord-76de84a752254c0bbefe12b47c2de6d0
Source noteuspto-grants-2003_04