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

HRID 1198453

반응식

HRID 1198453 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a suspension of 2-aminothiophenol (12.6 g) and o 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 as crystals. M.p. 216°-219° C.

후처리

  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

출처 및 근거

ORD 기록
ord-ad452b85b99c4164a124b711544a2b08
출처 데이터셋
uspto-grants-1994_01
특허 번호
US05281592

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