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

HRID 856702노트

반응식

HRID 856702 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-40958dffa4844222be177b3f8a38c61e
출처 데이터셋
uspto-grants-2007_08
특허 번호
US07262185B2

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