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Triethylamine → 1-(methylsulfonyl)-5-nitro-1H-indazole

HRID 1269879
ノート
印刷プレビュー

反応式

HRID 1269879 の反応式
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[N+:6]([C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[NH:14][N:13]=[CH:12]2)([O-:8])=[O:7].C(N(CC)CC)C.C(=O)([O-])O.[Na+]>ClCCl>[CH3:1][S:2]([N:14]1[C:15]2[C:11](=[CH:10][C:9]([N+:6]([O-:8])=[O:7])=[CH:17][CH:16]=2)[CH:12]=[N:13]1)(=[O:4])=[O:3]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 8471TriethylamineHCID 215015-NitroindazoleHCID 31297Methanesulfonyl chloride2 回HCID 516892Sodium Bicarbonate

生成物 1

HCID 229340351-(methylsulfonyl)-5-nitro-1H-indazole収率 80.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane
溶媒

実験手順

Methanesulfonyl chloride (887 μl, 7.20 mmol) was added to a suspension of 5-nitroindazole (979 mg, 6.00 mmol) and triethylamine (2.0 ml, 14.3 mmol) in dichloromethane (20 ml) at 0° C., and the resulting mixture was stirred at room temperature for 3 hours. Methanesulfonyl chloride (222 μl, 1.80 mmol) was further added thereto, followed by stirring for another 1 hour. The reaction mixture was poured into a saturated aqueous sodium hydrogencarbonate solution to terminate the reaction, followed by extraction with chloroform. The extract solution was washed with a saturated aqueous sodium chloride solution, dried over sodium sulfate, and then distilled under reduced pressure to remove the solvent. The residue was purified by washing with methanol to obtain 1-(methylsulfonyl)-5-nitro-1H-indazole (1.16 g, 80%).

後処理

  1. stirringby stirring for another 1 hour
  2. customto terminate
  3. customthe reaction
  4. extractionfollowed by extraction with chloroform
  5. washThe extract solution was washed with a saturated aqueous sodium chloride solution
  6. dry with materialdried over sodium sulfate
  7. distillationdistilled under reduced pressure
  8. customto remove the solvent
  9. customThe residue was purified
  10. washby washing with methanol

出典と根拠

ORDレコード
ord-a5d2277c7a6742ec978a0bcf6023766e
出典データセット
uspto-grants-2007_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07199147B2

反応ノート

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