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

HRID 2084284

反応式

HRID 2084284 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 57417360Sodium chloride; water溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-dba86186f0bb4c3aac923286a6fe568d
出典データセット
uspto-grants-2004_04
特許番号
US06716856B1

関連ノート

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