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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 845306Generated: October 30, 2026

Sulfuric Acid → HCID 67834297, compound

https://huagongshe.com/reaction/845306

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
Reactant2-Propynoic acid, 3-phenyl-, ethyl esterHCID 91516—
ReactantAluminum(III) ChlorideHCID 6451240—
ReactantHCID 19847706HCID 19847706—
SolventTolueneHCID 1140—
ProductHCID 67834297HCID 6783429713.6%

Reaction Conditions

Temperature60 °C

Reaction Steps

To 300 ml of toluene were added 6.4 g (0.022 mole) of 1-(2-bromophenyl)-N-phenylpropaneimine, 3.9 g (0.022 mole) ethyl phenylpropiolate and 3.6 g (0.027 mole) of aluminum chloride. The reaction mixture was then heated at 60° C. hours. After cooling, the reaction mixture was poured into 500 ml of 2N sulfuric acid, followed by extraction with methylene chloride. After washing the organic layer (the extract) with water, the organic layer was dried over anhydrous sodium sulfate. The solvent was distilled off and the residue was subjected to chromatography on a silica gel column (eluent: ethyl acetate). The resultant crystals were then recrystallized from a 2:1 mixed solvent of acetone and hexane to obtain 1.3 g of 2-(2-bromophenyl)-3-methyl-1,6-diphenyl-4(1H)-pyridinone hemihydrochloride having a melting point of 236°-238° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04757081
Source datasetuspto-grants-1988_07
ORD IDord-672ab9507bc5434d9e4f845bf1ce19ad
Source noteuspto-grants-1988_07