Ethanol → 7-chloro-2-(4-chlorophenyl)-3-oxo-3,4-dihydro-2H-1,4-benzothiazine

HRID 5843노트

반응식

HRID 5843 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[SH:9].[OH-].[K+].[CH2:12]([OH:14])[CH3:13]>>[Cl:8][C:5]1[CH:6]=[CH:7][C:2]2[NH:1][C:12](=[O:14])[CH:13]([C:2]3[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][CH:3]=3)[S:9][C:3]=2[CH:4]=1

참가 물질

4

반응물 3

HCID 702EthanolHCID 14797Potassium HydroxideHCID 27375182-Amino-5-chlorobenzenethiol

생성물 1

HCID 189844307-chloro-2-(4-chlorophenyl)-3-oxo-3,4-dihydro-2H-1,4-benzothiazine

실험 절차

To a solution of 2-amino-5-chlorothiophenol (4.49 g) in ethanol (30 ml) is added 96 % potassium hydroxide (1.63 g), and the mixture is distilled to remove ethanol. The resulting solid material is suspended in toluene (70 ml) and thereto is added methyl ° -bromo-4-chlorophenylacetate (7.38 g), and the mixture is refluxed overnight. The reaction mixture is concentrated, and the resulting precipitate is separated by filtration, washed, dried, and then recrystallized from tetrahydrofuran-n-hexane to give 7-chloro-2-(4-chlorophenyl)-3-oxo-3,4-dihydro-2H-1,4-benzothiazine (6.58 g) as crystals. M.p. 230°-233.5° C.

후처리

  1. distillationthe mixture is distilled
  2. customto remove ethanol
  3. additionis added methyl ° -bromo-4-chlorophenylacetate (7.38 g)
  4. temperaturethe mixture is refluxed overnight
  5. concentrationThe reaction mixture is concentrated
  6. customthe resulting precipitate is separated by filtration
  7. washwashed
  8. customdried
  9. customrecrystallized from tetrahydrofuran-n-hexane

출처 및 근거

ORD 기록
ord-82405db35af04c76bc822593939f548f
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05246929

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