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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1440780Generated: October 31, 2026

Aniline → N-[4-(2-Chlorophenyl)-2-phenylpyrimidin-5-yl]-N'-phenylurea

https://huagongshe.com/reaction/1440780

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
ReactantTriethylamineHCID 8471—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
Reactant4-(2-Chlorophenyl)-2-phenyl-5-pyrimidinecarboxylic acidHCID 15818750—
SolventWaterHCID 962—
SolventFluorobenzeneHCID 10008—
ProductN-[4-(2-Chlorophenyl)-2-phenylpyrimidin-5-yl]-N'-phenylureaHCID 1581875149.9%

Reaction Steps

To a stirred mixture of 311 mg of 4-(2-chlorophenyl)-2-phenyl-5-pyrimidinecarboxylic acid and 0.26 cc of diphenylphosphoryl azide in 5 cc of fluorobenzene was added dropwise 0.15 cc of triethylamine at room temperature. The resulting mixture was stirred at room temperature for 30 minutes and then heated at a temperature of 65°-70° C. for 10 minutes. After cooling, 0.11 cc of aniline was added and the resulting mixture was stirred heated at a temperature of 70° C. for 2 hours. After cooling, water was added to the reaction mixture and extracted with chloroform. The extract was dried over magnesium sulfate, and distilled to remove the solvent. The crude product thus obtained was purified by a silica gel column chromatography (eluent: chloroform) to obtain 200 mg of compound 7.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05500424
Source datasetuspto-grants-1996_03
ORD IDord-529c5fe8cfc945baa436a42ab4edefd8
Source noteuspto-grants-1996_03