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Water → 6-(2,2-Difluoroethoxy)-5-methyl-3-nitro-2-pyridineamine

HRID 505389
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HRID 505389 반응식
[F:1][CH:2]([F:5])[CH2:3][OH:4].[H-].[Na+].Cl[C:9]1[N:14]=[C:13]([NH2:15])[C:12]([N+:16]([O-:18])=[O:17])=[CH:11][C:10]=1[CH3:19].O>O1CCCC1>[F:1][CH:2]([F:5])[CH2:3][O:4][C:9]1[N:14]=[C:13]([NH2:15])[C:12]([N+:16]([O-:18])=[O:17])=[CH:11][C:10]=1[CH3:19]
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참가 물질

6

반응물 4

HCID 962WaterHCID 24758Sodium hydrideHCID 1361872,2-Difluoroethan-1-olHCID 218373796-Chloro-5-methyl-3-nitropyridin-2-amine

생성물 1

HCID 594298356-(2,2-Difluoroethoxy)-5-methyl-3-nitro-2-pyridineamine수율 96.9%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran
용매
2회

실험 절차

2,2-Difluoro ethanol (418 mg, 5.1 mmol) was dissolved in tetrahydrofuran (15 ml), sodium hydride (60%) (180 mg, 4.5 mmol) was added thereto under nitrogen atmosphere, and the reaction mixture was stirred for 30 minutes at room temperature. A solution of 6-chloro-5-methyl-3-nitro-2-pyridineamine (600 mg, 3.20 mmol) in tetrahydrofuran (15 ml) was dropped, and the mixture was stirred at room temperature overnight. Water was added to the reaction solution and extracted with ethyl acetate, and after washed with sodium bicarbonate solution, dried over magnesium sulfate. The residue obtained by evaporating the solvent was triturated with n-hexane to yield the title compound (685 mg, 3.1 mmol, 96%) as an orange solid.

후처리

  1. stirringthe mixture was stirred at room temperature overnight
  2. extractionextracted with ethyl acetate
  3. washafter washed with sodium bicarbonate solution
  4. dry with materialdried over magnesium sulfate
  5. customThe residue obtained
  6. customby evaporating the solvent
  7. customwas triturated with n-hexane

출처 및 근거

ORD 기록
ord-19999b7d6a9a4f779d3e4170838ef18b
출처 데이터셋
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07781452B2

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