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Sodium Methoxide → 6-Chloro-4-methoxy-3-(2-methylphenoxy)pyridazine

HRID 1821655
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HRID 1821655 반응식
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[N:4][C:3]=1[O:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH3:16].[CH3:17][O-:18].[Na+]>CO>[Cl:8][C:6]1[N:5]=[N:4][C:3]([O:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[CH3:16])=[C:2]([O:18][CH3:17])[CH:7]=1
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참가 물질

4

반응물 2

HCID 10942334Sodium Methoxide2회HCID 23013971HCID 23013971, 화합물

생성물 1

HCID 229401366-Chloro-4-methoxy-3-(2-methylphenoxy)pyridazine수율 93.2%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
60 °C

실험 절차

In methanol (60 mL) was dissolved 3.00 g (11.8 mmol) of 4,6-dichloro-3-(2-methylphenoxy)pyridazine obtained in Example 1 (2), 1.00 g (17.6 mmol) of 95% sodium methoxide was added to the solution at room temperature and the mixture was stirred at 60° C. for 4 hours. Moreover, 1.00 g (17.6 mmol) of 95% sodium methoxide was further added and after stirring the mixture at 60° C. for 1 hour, it was allowed to stand at room temperature overnight. The reaction mixture was concentrated, ethyl acetate was added to the residue, and the mixture was successively washed with water and brine. After drying over anhydrous sodium sulfate, the solvent was removed, and the obtained residue was purified by silica gel column chromatography (eluted with hexane:ethyl acetate=4:1) to obtain 2.75 g (11.0 mmol, Yield: 93.2%) of 6-chloro-4-methoxy-3-(2-methylphenoxy)pyridazine.

후처리

  1. additionwas added to the solution at room temperature
  2. stirringafter stirring the mixture at 60° C. for 1 hour
  3. waitto stand at room temperature overnight
  4. concentrationThe reaction mixture was concentrated
  5. additionethyl acetate was added to the residue
  6. washthe mixture was successively washed with water and brine
  7. dry with materialAfter drying over anhydrous sodium sulfate
  8. customthe solvent was removed
  9. customthe obtained residue was purified by silica gel column chromatography (eluted with hexane:ethyl acetate=4:1)

출처 및 근거

ORD 기록
ord-aaf59902ab854be0935424559dfe831f
출처 데이터셋
uspto-grants-2009_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07608563B2

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