2-Aminothiophenol → 2-(4-Fluorophenyl)-2H-1,4-benzothiazin-3(4H)-one

HRID 5842

反応式

HRID 5842 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[SH:8].C([O-])(=O)C.[Na+].Br[CH:15]([C:20]1[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=1)[C:16](OC)=[O:17]>C(O)C>[F:26][C:23]1[CH:24]=[CH:25][C:20]([CH:15]2[C:16](=[O:17])[NH:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=3[S:8]2)=[CH:21][CH:22]=1

参加物

5

反応物 3

HCID 87132-AminothiophenolHCID 517045Sodium AcetateHCID 12717580Methyl 2-bromo-2-(4-fluorophenyl)acetate

生成物 1

HCID 136907612-(4-Fluorophenyl)-2H-1,4-benzothiazin-3(4H)-one収率 87.6%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a suspension of 2-aminothiophenol (12.6 g) and sodium acetate (23.6 g) in ethanol (150 ml) is added methyl α-bromo-4-fluorophenylacetate (23.6 g), and the mixture is stirred at room temperature overnight. After the solvent is distilled off, water is added to the residue. The resulting precipitate is separated by filtration, washed, dried, and then recrystallized from tetrahydrofuran-n-hexane to give 2-(4-fluorophenyl)-3-oxo-3,4-dihydro-2H-1,4-benzothiazine (21.7 g) as crystals. M.p. 216°-219° C.

後処理

  1. distillationAfter the solvent is distilled off
  2. additionwater is added to the residue
  3. customThe resulting precipitate is separated by filtration
  4. washwashed
  5. customdried
  6. customrecrystallized from tetrahydrofuran-n-hexane

出典と根拠

ORDレコード
ord-c9f7e092e3be4773aba7a95c56f0342d
出典データセット
uspto-grants-1993_09
特許番号
US05246929

関連ノート

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