Sodium Hydroxide → 3-Chloro-4-[(3-pyridinylmethyl)sulfanyl]aniline

HRID 856702ノート

反応式

HRID 856702 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([SH:8])=[C:4]([Cl:9])[CH:3]=1.[OH-].[Na+].Cl.Cl[CH2:14][C:15]1[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=1>CO>[Cl:9][C:4]1[CH:3]=[C:2]([CH:7]=[CH:6][C:5]=1[S:8][CH2:14][C:15]1[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=1)[NH2:1]

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 233943-(Chloromethyl)pyridine hydrochlorideHCID 135193524-Amino-2-chlorobenzenethiol

生成物 1

HCID 136884333-Chloro-4-[(3-pyridinylmethyl)sulfanyl]aniline収率 44%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

4-amino-2-chlorobenzenethiol (1.2 g) was dissolved in methanol (24 ml), and to this solution was added 3N aqueous solution of sodium hydroxide (7.5 ml) and then, 3-(chloromethyl)pyridine hydrochloride (1.48 g), and the mixture was stirred for 15 minutes at room temperature. The solvent was removed under reduced pressure, and water was added to the obtained residue, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over magnesium sulfate. The solvent was removed under reduced pressure, and the obtained residue was purified by silica gel column chromatography, to give 3-chloro-4-[(3-pyridinylmethyl)sulfanyl]aniline (0.83 g).

後処理

  1. customThe solvent was removed under reduced pressure, and water
  2. additionwas added to the obtained residue
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe organic layer was washed with saturated brine
  5. dry with materialdried over magnesium sulfate
  6. customThe solvent was removed under reduced pressure
  7. customthe obtained residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-40958dffa4844222be177b3f8a38c61e
出典データセット
uspto-grants-2007_08
特許番号
US07262185B2

反応ノート

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