3'-Methylcinnamanilide → 7-Methyl-2-quinolone

HRID 1045354Notes

Reaction equation

HRID 1045354 reaction equation
[C:1]1([CH3:18])[CH:6]=[CH:5][CH:4]=[C:3]([NH:7][C:8](=[O:17])[CH:9]=[CH:10]C2C=CC=CC=2)[CH:2]=1.[Al+3].[Cl-].[Cl-].[Cl-]>O>[CH3:18][C:1]1[CH:2]=[C:3]2[C:4]([CH:10]=[CH:9][C:8](=[O:17])[NH:7]2)=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 5830183'-MethylcinnamanilideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 776737-Methyl-2-quinoloneYield 903.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

N-m-tolylcinnamamide (2 g, 0.834 mmol) and AlCl3 (1.12 g, 0.834 mmol) were heated for 1 h at 100° C. Water was added and the solid was filtered to provide 1.2 g of crude product.

Workup

  1. filtrationthe solid was filtered

Sources & evidence

ORD record
ord-7f1b868a4e934450bb52fa07c8592317
Source dataset
uspto-grants-2013_10
Patent number
US08569282B2

Reaction notes

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