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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 420455Generated: October 31, 2026

1,2-Dichloroethane → 4-Iodo-N-[2-(phenylamino)phenyl]benzamide

https://huagongshe.com/reaction/420455

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant4-Iodobenzoic acidHCID 12085—
ReactantThionyl ChlorideHCID 24386—
ReactantN-Phenyl-o-phenylenediamineHCID 68297—
CatalystDimethylformamideHCID 6228—
SolventWaterHCID 962—
Product4-Iodo-N-[2-(phenylamino)phenyl]benzamideHCID 2309407796.6%

Reaction Steps

Suspending 5.0 g (20 mmol) of 4-iodobenzoic acid into 50 milliliter of 1,2-dichloroethane, added 3 drops of N,N-dimethylformamide. Further adding 3.6 g (30 mmol) of thionyl chloride, the resultant suspension was refluxed with heating for 2 hours. Subsequently, removing the solvent by distillation, the residue was dissolved into 50 milliliter of N-methylpyrrolidone and then, further adding 3.7 g (20 mmol) of N-phenyl-1,2-phenylenediamine, the resultant solution was stirred at room temperature for 5 hours. After completion of the reaction, adding water and filtering the precipitated solid, washing with water and further with methanole, 8.0 g of crude 4-iodo-N-(2-phenylamino-phenyl)-benzamide was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08097349B2
Source datasetuspto-grants-2012_01
ORD IDord-6f16048c5ea94043b77799a12116a366
Source noteuspto-grants-2012_01