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

HRID 1269879
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HRID 1269879 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 215015-NitroindazoleHCID 31297Methanesulfonyl chloride2회HCID 516892Sodium Bicarbonate

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane
용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-a5d2277c7a6742ec978a0bcf6023766e
출처 데이터셋
uspto-grants-2007_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07199147B2

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