Dimethylformamide → 7-Phenylthio-1-(2-pyridyl)-3,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydroindazole

HRID 2084284

반응식

HRID 2084284 반응식
Br[CH:2]1[C:10]2[N:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=3)[N:8]=[C:7]([CH3:17])[C:6]=2[C:5](=[O:18])[CH2:4][C:3]1([CH3:20])[CH3:19].[S:21]1[CH:25]=[CH:24][CH:23]=[C:22]1[C:26]([O-])=O.[Na+].[CH3:30]N(C)C=O>[Cl-].[Na+].O>[C:22]1([S:26][CH:2]2[C:10]3[N:9]([C:11]4[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=4)[N:8]=[C:7]([CH3:17])[C:6]=3[C:5](=[O:18])[CH2:4][C:3]2([CH3:20])[CH3:19])[CH:30]=[CH:21][CH:25]=[CH:24][CH:23]=1

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 40739867-Bromo-3,6,6-trimethyl-1-pyridin-2-yl-5,7-dihydroindazol-4-oneHCID 23672340Sodium 2-thenoate

생성물 1

HCID 98204247-Phenylthio-1-(2-pyridyl)-3,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydroindazole수율 45%

시약·촉매·용매 1

HCID 57417360Sodium chloride; water용매

실험 절차

The solution of 7-bromo-1-(2-pyridyl)-3,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydroindazole (0.6 g, 1.8 mmol), prepared as described in example 4, and sodium thiophenate (0.3 g, 2.24 mmol) in dry N,N-dimethylformamide (10 ml) was stirred at room temperature for about 5 hours and then poured into brine and extracted with dichloromethane. The combined organic layers were washed with brine, dried over sodium sulfate end evaporated. The residue was chromatographed on silica gel (cyclohexane:ethyl acetate=90:10) to give 0.3 g (45% yield) of the title compound as a colourless solid which crystallized on standing.

후처리

  1. extractionextracted with dichloromethane
  2. washThe combined organic layers were washed with brine
  3. dry with materialdried over sodium sulfate end
  4. customevaporated
  5. customThe residue was chromatographed on silica gel (cyclohexane:ethyl acetate=90:10)

출처 및 근거

ORD 기록
ord-dba86186f0bb4c3aac923286a6fe568d
출처 데이터셋
uspto-grants-2004_04
특허 번호
US06716856B1

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