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Acetic Acid → 3-(4-Chloro-3-hydroxyamino-2-methylbenzofuran-7-yl)-1-methyl-6-trifluoromethyluracil

HRID 366342
ノート
印刷プレビュー

反応式

HRID 366342 の反応式
C(O)(=O)C.C(OCC)(=O)C.[Cl:11][C:12]1[C:17]2[C:18]([N+:22]([O-])=[O:23])=[C:19]([CH3:21])[O:20][C:16]=2[C:15]([N:25]2[C:30](=[O:31])[CH:29]=[C:28]([C:32]([F:35])([F:34])[F:33])[N:27]([CH3:36])[C:26]2=[O:37])=[CH:14][CH:13]=1>[Fe].O>[Cl:11][C:12]1[C:17]2[C:18]([NH:22][OH:23])=[C:19]([CH3:21])[O:20][C:16]=2[C:15]([N:25]2[C:30](=[O:31])[CH:29]=[C:28]([C:32]([F:34])([F:35])[F:33])[N:27]([CH3:36])[C:26]2=[O:37])=[CH:14][CH:13]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 176Acetic AcidHCID 8857Ethyl AcetateHCID 232891773-(4-Chloro-2-methyl-3-nitrobenzofuran-7-yl)-1-methyl-6-trifluoromethyluracil

生成物 1

HCID 232891843-(4-Chloro-3-hydroxyamino-2-methylbenzofuran-7-yl)-1-methyl-6-trifluoromethyluracil収率 54%

試薬・触媒・溶媒 2

HCID 23925Iron触媒
HCID 962
Water
溶媒

実験手順

5 ml of acetic acid, 200 ml of ethyl acetate and 100 ml of water were added to 2.3 g (5.7 mmol) of 3-(4-chloro-2-methyl-3-nitrobenzofuran-7-yl)-1-methyl-6-trifluoromethyluracil and 1.6 g (28 mmol) of iron powder, followed by stirring for 2 hours under heating and refluxing. After completion of the reaction, insoluble matters were filtered off. The organic layer was washed sequentially with water and a sodium chloride aqueous solution and then, dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. Then, the obtained residue was purified by silica gel column chromatography to obtain 1.2 g (yield: 54%) of the desired product as pale yellow crystals. Melting point: 134-136° C.

後処理

  1. temperatureunder heating
  2. temperaturerefluxing
  3. customAfter completion of the reaction, insoluble matters
  4. filtrationwere filtered off
  5. washThe organic layer was washed sequentially with water
  6. dry with materiala sodium chloride aqueous solution and then, dried over anhydrous magnesium sulfate
  7. distillationThe solvent was distilled off under reduced pressure
  8. customThen, the obtained residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-1dee67ba238445768955cd7903a44206
出典データセット
uspto-grants-2000_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06130187

反応ノート

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