Water → 1-(Methylsulfonyl)-5-nitroindoline

HRID 1398069ノート

反応式

HRID 1398069 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][CH2:8][CH2:7]2)([O-:3])=[O:2].[CH3:13][S:14](Cl)(=[O:16])=[O:15].C(N(CC)CC)C.O>ClCCl>[CH3:13][S:14]([N:9]1[C:10]2[C:6](=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:12][CH:11]=2)[CH2:7][CH2:8]1)(=[O:16])=[O:15]

参加物

6

反応物 4

HCID 962WaterHCID 8471Triethylamine2 回HCID 31297Methanesulfonyl chloride2 回HCID 362195-Nitroindoline

生成物 1

HCID 29182131-(Methylsulfonyl)-5-nitroindoline収率 92.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 300 mg (1.83 mmol) of 5-nitroindoline in 20 mL of dichloromethane were added 141 μL (2.74 mmol) of methanesulfonyl chloride and 382 μL (2.74 mmol) of triethylamine, and the mixture was stirred for 2 hours at room temperature. 141 μL (2.74 mmol) of methanesulfonyl chloride and 255 μL (1.83 mmol) of triethylamine were further added to the reaction mixture, and the mixture was stirred for 2 hours at room temperature. Then, water was added to the reaction mixture and the mixture was extracted with dichloromethane. The organic layer was washed with saturated saline solution and dried over with anhydrous sodium sulfate. The solvent was removed under reduced pressure and the residue was treated with diethyl ether, then, the precipitates were collected by filtration to give 410 mg (92%) of the title compound.

後処理

  1. stirringthe mixture was stirred for 2 hours at room temperature
  2. extractionthe mixture was extracted with dichloromethane
  3. washThe organic layer was washed with saturated saline solution
  4. dry with materialdried over with anhydrous sodium sulfate
  5. customThe solvent was removed under reduced pressure
  6. additionthe residue was treated with diethyl ether
  7. filtrationthe precipitates were collected by filtration

出典と根拠

ORDレコード
ord-284bab2d2c0d428dac7a881f3fa0360d
出典データセット
uspto-grants-2014_12
特許番号
US08901315B2

反応ノート

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