Acetic Acid → 1,3-Benzenediol,5-[5-(trifluoromethyl)-2-benzothiazolyl]-

HRID 1748972

反応式

HRID 1748972 の反応式
C(O)(=O)C.[NH2:5][C:6]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:9]=[CH:8][C:7]=1[SH:16].[OH:17][C:18]1[CH:19]=[C:20]([CH:23]=[C:24]([OH:26])[CH:25]=1)[CH:21]=O.C([O-])(=O)C.[Na+]>O.C(OCC)(=O)C>[F:15][C:12]([F:13])([F:14])[C:10]1[CH:9]=[CH:8][C:7]2[S:16][C:21]([C:20]3[CH:23]=[C:24]([OH:26])[CH:25]=[C:18]([OH:17])[CH:19]=3)=[N:5][C:6]=2[CH:11]=1

参加物

7

反応物 4

HCID 176Acetic AcidHCID 880422-Amino-4-(trifluoromethyl)benzenethiolHCID 943653,5-DihydroxybenzaldehydeHCID 517045Sodium Acetate

生成物 1

HCID 601945801,3-Benzenediol,5-[5-(trifluoromethyl)-2-benzothiazolyl]-収率 37%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

In an acetic acid (0.42 mL) solvent, a mixture including 2-amino-4-(trifluoromethyl)benzenethiol (100 mg, 0.44 mmol), 3,5-dihydroxybenzaldehyde (60 mg, 0.44 mmol), and sodium acetate (107 mg, 1.30 mmol) was refluxed for 6.5 hours. After cooling, the reaction mixture was distributed between ethyl acetate and water, and an organic layer was dried by using MgSO4, filtered, and evaporated under reduced pressure. The residual was purified by silica gel column chromatography using hexane and ethyl acetate (2:1) as a developer to obtain a solid Compound 36 (50.6 mg, 37%).

後処理

  1. temperaturewas refluxed for 6.5 hours
  2. temperatureAfter cooling
  3. customan organic layer was dried
  4. filtrationfiltered
  5. customevaporated under reduced pressure
  6. customThe residual was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-938ccd8bdade46769b3ee5fe67fced04
出典データセット
uspto-grants-2015_10
特許番号
US09155690B2

関連ノート

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