Triethylamine → Flosequinoxan

HRID 1085914Notes

Reaction equation

HRID 1085914 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-b9cd02beca144f6398ac4b82babe2a90
Source dataset
uspto-grants-1991_04
Patent number
US05011931

Reaction notes

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