Sulfuric Acid → 154205-24-0

HRID 1531986Notes

Reaction equation

HRID 1531986 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:11]=[C:12]([CH3:14])[CH:13]=1)[NH:5][CH2:6][CH2:7][C:8](O)=O.S(=O)(=O)(O)[OH:16]>>[CH3:1][C:2]1[CH:13]=[C:12]([CH3:14])[CH:11]=[C:4]2[C:3]=1[CH:8]=[CH:7][C:6](=[O:16])[NH:5]2

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 24348423-[(3,5-Dimethylphenyl)amino]propanoic acid

Product 1

HCID 22247325154205-24-0

Procedure

β-(3,5-Dimethylanilino)propionic acid (1.2 g) was added by portions to sulfuric acid (60° C., 12 ml), and the mixture was stirred at the same temperature for 0.5 hr. The reaction mixture was poured into ice water (100 ml) and extracted with chloroform (100 ml). After washing with water, the chloroform layer was dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: ethyl acetate/benzene=1/5-1/1) to give 750 mg of 5,7-dimethylquinolone as crystals.

Workup

  1. extractionextracted with chloroform (100 ml)
  2. washAfter washing with water
  3. dry with materialthe chloroform layer was dried over anhydrous sodium sulfate
  4. customThe solvent was evaporated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (eluent: ethyl acetate/benzene=1/5-1/1)

Sources & evidence

ORD record
ord-ba83ba92c6664f62b912ed521c5525a9
Source dataset
uspto-grants-2001_03
Patent number
US06200988B1

Reaction notes

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