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

HRID 1198454ノート

反応式

HRID 1198454 の反応式
[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

参加物

4

反応物 3

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

生成物 1

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

実験手順

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 α-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.

後処理

  1. distillationthe mixture is distilled
  2. customto remove ethanol
  3. additionis added methyl α-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

出典と根拠

ORDレコード
ord-b5e6a78265c04af5a4cef421a34315aa
出典データセット
uspto-grants-1994_01
特許番号
US05281592

反応ノート

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