p-Toluidine → 6-METHYLQUINOLIN-2(1H)-ONE

HRID 651616Notes

Reaction equation

HRID 651616 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][CH:3]=1.[C:9](Cl)(=[O:18])[CH:10]=[CH:11]C1C=CC=CC=1>>[CH3:8][C:5]1[CH:4]=[C:3]2[C:2](=[CH:7][CH:6]=1)[NH:1][C:9](=[O:18])[CH:10]=[CH:11]2

Participants

3

Reactant 2

HCID 7813p-ToluidineHCID 660233-Phenylprop-2-enoyl chloride

Product 1

HCID 122374586-METHYLQUINOLIN-2(1H)-ONE

Procedure

The title compound is prepared from p-toluidine and cinnamoyl chloride according to the procedure described in Synthesis 1975, 739. The crude product obtained is triturated in Et2O/hexanes and filtered to give the title compound as a beige solid which is used in the subsequent step.

Workup

  1. customdescribed in Synthesis 1975, 739
  2. customThe crude product obtained

Sources & evidence

ORD record
ord-3d71f0813b1a4688b9e27379b9780961
Source dataset
uspto-grants-2001_08
Patent number
US06281227B1

Reaction notes

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