Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 2-Propynoic acid, 3-phenyl-, ethyl ester | HCID 91516 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | HCID 19847717 | HCID 19847717 | — |
| Product | HCID 14303861 | HCID 14303861 | — |
Reaction Steps
To 300 ml of toluene were added 6.2 g (0.022 mole) of N,1-bis(2-chlorophenyl)propaneimine, 3.9 g (0.022 mole) of ethyl phenylpropiolate and 3.6 g (0.027 mole) of aluminum chloride. After heating the reaction mixture with stirring at 60° C. for 4 days, the reaction mixture was poured into 500 ml of 2N sulfuric acid, followed by extraction with dichloromethane. After washing the organic layer with water, it was dried over anhydrous sodium sulfate. Subsequent to removal of the sodium sulfate, the solvent was distilled off and the residue was subjected to column chromatography (eluent: ethyl acetate) to obtain two types of atrop-isomers of 1,2-bis(2-chlorophenyl)-3-methyl-6-phenyl-4(1H)-pyridinone, namely, 0.6 g of Compound 335 and 0.2 g of Compound 336, of which the melting points were 205°-207° C. and 232°-234° C., respectively.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04757081 |
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| Source dataset | uspto-grants-1988_07 |
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| ORD ID | ord-00a02bd66ce8449c9e6da077ee2909e9 |
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| Source note | uspto-grants-1988_07 |
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