Dimethylformamide → 6-pentafluoroethyl-2(1H), 3(4H)-quinoxalinedione

HRID 1758181

反応式

HRID 1758181 の反応式
[NH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[NH:4][C:3](=[O:11])[C:2]1=[O:12].FC(F)(F)S([O-])(=O)=O.[F:21][C:22]([I+]C1C=CC=CC=1)([F:27])[C:23]([F:26])([F:25])[F:24].CN(C)C=O>C(OCC)(=O)C>[F:21][C:22]([F:27])([C:8]1[CH:9]=[C:10]2[C:5](=[CH:6][CH:7]=1)[NH:4][C:3](=[O:11])[C:2](=[O:12])[NH:1]2)[C:23]([F:26])([F:25])[F:24]

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 274912,3-DihydroxyquinoxalineHCID 11488264Pentafluoroethylphenyliodonium trifluoromethanesulfonate

生成物 1

HCID 128719856-pentafluoroethyl-2(1H), 3(4H)-quinoxalinedione収率 6%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
45 °C

実験手順

A mixture of 0.5 g of 2(1H), 3(4H)-quinoxalinedione, 1.60 g of pentafluoroethylphenyliodonium trifluoromethanesulfonate and 10 ml of dimethylformamide was stirred overnight on an oil bath at 45° C. Ethyl acetate was then added to the reaction mixture and the unreacted 2(1H), 3(4H)-quinoxalinedione was removed by filtration (recovery of the starting material: 0.13 g). Water was added to the filtrate and, after rendering the mixture neutral, the mixture was extracted with ethyl acetate. The extract was washed with water, dried over magnesium sulfate, and the solvent was distilled off. A small amount of methylene chloride was added to the residue and the precipitated crystals were collected by filtration to obtain 0.05 g of 6-pentafluoroethyl-2(1H), 3(4H)-quinoxalinedione as colorless crystals. Yield 6% (conversion yield, 8%). Melting Point (after recrystallized from acetonitrile): 317°-320° C. (with decomposition).

後処理

  1. customthe unreacted 2(1H), 3(4H)-quinoxalinedione was removed by filtration (recovery of the starting material
  2. additionWater was added to the filtrate
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe extract was washed with water
  5. dry with materialdried over magnesium sulfate
  6. distillationthe solvent was distilled off
  7. additionA small amount of methylene chloride was added to the residue
  8. filtrationthe precipitated crystals were collected by filtration

出典と根拠

ORDレコード
ord-70c6901ea92a41409ee491b1c2200142
出典データセット
uspto-grants-1983_02
特許番号
US04371710

関連ノート

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