Stannous chloride dihydrate → 2-(2,4-Dimethylphenoxy)-1,3-benzothiazol-7-amine

HRID 2235504노트

반응식

HRID 2235504 반응식
[CH3:1][C:2]1[CH:20]=[C:19]([CH3:21])[CH:18]=[CH:17][C:3]=1[O:4][C:5]1[S:6][C:7]2[C:13]([N+:14]([O-])=O)=[CH:12][CH:11]=[CH:10][C:8]=2[N:9]=1.O.O.[Sn](Cl)Cl>CN(C=O)C.C([O-])(O)=O.[Na+]>[CH3:1][C:2]1[CH:20]=[C:19]([CH3:21])[CH:18]=[CH:17][C:3]=1[O:4][C:5]1[S:6][C:7]2[C:13]([NH2:14])=[CH:12][CH:11]=[CH:10][C:8]=2[N:9]=1

참가 물질

5

반응물 2

HCID 61436Stannous chloride dihydrateHCID 685813382-(2,4-Dimethylphenoxy)-7-nitro-1,3-benzothiazole

생성물 1

HCID 685813992-(2,4-Dimethylphenoxy)-1,3-benzothiazol-7-amine수율 114%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 516892Sodium Bicarbonate용매

반응 조건

온도
80 °C

실험 절차

A mixture of 2-(2,4-dimethylphenoxy)-7-nitro-1,3-benzothiazole (220 mg, 0.733 mmol) and tin(II) chloride dihydrate (694 mg, 3.66 mmol) in DMF (10 ml) was stirred at 80° C. for 15 h and diluted with saturated NaHCO3 solution. The aqueous solution was extracted with AcOEt. The extract was washed with brine, dried over Magnesium sulfate, and concentrated under vacuum. The residue was purified by chromatography eluting with 10% AcOEt in n-hexane to afford 226 mg of the title compound.

후처리

  1. extractionThe aqueous solution was extracted with AcOEt
  2. washThe extract was washed with brine
  3. dry with materialdried over Magnesium sulfate
  4. concentrationconcentrated under vacuum
  5. customThe residue was purified by chromatography
  6. washeluting with 10% AcOEt in n-hexane

출처 및 근거

ORD 기록
ord-460d428c2de7416b8b49efe3904bb172
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07714009B2

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