Triethylamine → Flosequinoxan

HRID 1089782Notes

Reaction equation

HRID 1089782 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(N(CC)CC)C>CCCCCC>[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

4

Reactant 2

HCID 8471TriethylamineHCID 867447425'-fluoro-N-methyl-2'-methylsulphonylacetylformanilide

Product 1

HCID 131270Flosequinoxan

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

A mixture of 5'-fluoro-N-methyl-2'-methylsulphonylacetylformanilide (0.20 g), prepared in a similar manner to that described in Example 11, and triethylamine (20 ml) was stirred at ambient temperature for 2.5 hours. Hexane (30 ml) was added to the mixture. The solid product collected by filtration of the mixture was washed with hexane (2×5 ml) and dried at 50° in vacuo to give 7-fluoro-1-methyl-3-methylsulphonyl-4-quinolone, m.p. 233°-234.5° (0.16 g).

Workup

  1. customprepared in a similar manner to that
  2. filtrationThe solid product collected by filtration of the mixture
  3. washwas washed with hexane (2×5 ml)
  4. customdried at 50° in vacuo

Sources & evidence

ORD record
ord-b3a78a7974e745a98e3b78e46ce17dc8
Source dataset
uspto-grants-1992_01
Patent number
US05079264

Reaction notes

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