5'-fluoro-N-methyl-2'-methylsulphonylacetylformanilide → Flosequinoxan

HRID 1085910Notes

Reaction equation

HRID 1085910 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:12](=[O:18])[CH2:13][S:14]([CH3:17])(=[O:16])=[O:15])=[C:6]([CH:11]=1)[N:7]([CH3:10])[CH:8]=O>C(O)CCCCCCC>[F:1][C:2]1[CH:11]=[C:6]2[C:5]([C:12](=[O:18])[C:13]([S:14]([CH3:17])(=[O:16])=[O:15])=[CH:8][N:7]2[CH3:10])=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 867447425'-fluoro-N-methyl-2'-methylsulphonylacetylformanilide

Product 1

HCID 131270Flosequinoxan

Reagents, catalysts & solvents 1

HCID 9571-OctanolSolvent

Procedure

5'-Fluoro-N-methyl-2'-methylsulphonylacetylformanilide (0.20 g), prepared in a similar manner to that described in Example 11, was added to 1-octanol (25 ml) pre-heated to 160°. The mixture was heated at this temperature for 40 minutes and then allowed to cool to ambient temperature. The mixture was filtered, the solid washed with hexane (2×10 ml) and dried at 50° in vacuo to give 7-fluoro-1-methyl-3-methylsulphonyl-4-quinolone, m.p. 222.5°-224° (0.16 g). The product was heated at 90° with grinding to give 7-fluoro-1-methyl-3-methylsulphonyl-4-quinolone, m.p.234°-235° (0.16 g).

Workup

  1. temperaturepre-heated to 160°
  2. temperatureThe mixture was heated at this temperature for 40 minutes
  3. filtrationThe mixture was filtered
  4. washthe solid washed with hexane (2×10 ml)
  5. customdried at 50° in vacuo

Sources & evidence

ORD record
ord-109619e9c342487487b25303539ced70
Source dataset
uspto-grants-1991_04
Patent number
US05011931

Reaction notes

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