Acetic Acid → 1-(2,4-Dihydroxy-phenyl)-5-(4-fluoro-phenyl)-1H-[1,2,3]triazole-4-carboxylic acid

HRID 12440

反応式

HRID 12440 の反応式
Cl[C:2]1[C:3]([O:25]C)=[CH:4][C:5]([O:23]C)=[C:6]([N:8]2[C:12]([C:13]3[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=3)=[C:11]([C:20]([OH:22])=[O:21])[N:10]=[N:9]2)[CH:7]=1.C(O)(=O)C.C(OC(=O)C)(=O)C.O>I>[OH:23][C:5]1[CH:4]=[C:3]([OH:25])[CH:2]=[CH:7][C:6]=1[N:8]1[C:12]([C:13]2[CH:14]=[CH:15][C:16]([F:19])=[CH:17][CH:18]=2)=[C:11]([C:20]([OH:22])=[O:21])[N:10]=[N:9]1

参加物

6

反応物 4

HCID 176Acetic AcidHCID 962WaterHCID 7918Acetic AnhydrideHCID 587310181-(5-Chloro-2,4-dimethoxy-phenyl)-5-(4-fluoro-phenyl)-1H-[1,2,3]triazole-4-carboxylic acid

生成物 1

HCID 114838711-(2,4-Dihydroxy-phenyl)-5-(4-fluoro-phenyl)-1H-[1,2,3]triazole-4-carboxylic acid

試薬・触媒・溶媒 1

HCID 24841Hydrogen iodide溶媒

実験手順

1-(5-Chloro-2,4-dimethoxy-phenyl)-5-(4-fluoro-phenyl)-1H-[1,2,3]triazole-4-carboxylic acid (0.29 g, 0.77 mmol) was refluxed in a mixture of hydroiodic acid (5 mL), acetic acid (1 mL) and acetic anhydride (0.5 mL) for 16 hours. When cooled, water (20 mL) was added and the aqueous layer was extracted with EtOAc (2×15 mL). The combined organic layers were washed with saturated sodium thiosulphate solution (2×15 mL) and brine (20 mL), dried with NaSO4 and filtered. After evaporation of the solvent, light brown solids were obtained (0.15 g, 62%). The compound was used in the next synthetic step without further purification.

後処理

  1. temperatureWhen cooled
  2. extractionthe aqueous layer was extracted with EtOAc (2×15 mL)
  3. washThe combined organic layers were washed with saturated sodium thiosulphate solution (2×15 mL) and brine (20 mL)
  4. dry with materialdried with NaSO4
  5. filtrationfiltered
  6. customAfter evaporation of the solvent
  7. customlight brown solids were obtained (0.15 g, 62%)
  8. customThe compound was used in the next synthetic step without further purification

出典と根拠

ORDレコード
ord-4325811208714cde96d7855dd97c1686
出典データセット
uspto-grants-2010_06
特許番号
US07728016B2

関連ノート

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