Sulfuric Acid → 154205-24-0

HRID 1107973Notes

Reaction equation

HRID 1107973 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-6bd2f627eadd445fa518cec2ca26787c
Source dataset
uspto-grants-2000_05
Patent number
US06063806

Reaction notes

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