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Potassium Iodide → N-(2-nitrobenzenesulfonyl)-N-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]glycine methyl ester

HRID 2303353
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HRID 2303353 반응식
[CH3:1][O:2][C:3](=[O:18])[CH2:4][NH:5][S:6]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[N+:15]([O-:17])=[O:16])(=[O:8])=[O:7].C(=O)([O-])[O-].[K+].[K+].[I-].[K+].Cl[CH2:28][C:29]1[CH:34]=[CH:33][N:32]=[C:31]([C:35]2[CH:40]=[C:39]([O:41][CH3:42])[C:38]([O:43][CH3:44])=[C:37]([O:45][CH3:46])[CH:36]=2)[CH:30]=1>C(#N)C>[CH3:1][O:2][C:3](=[O:18])[CH2:4][N:5]([S:6]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[N+:15]([O-:17])=[O:16])(=[O:7])=[O:8])[CH2:28][C:29]1[CH:34]=[CH:33][N:32]=[C:31]([C:35]2[CH:40]=[C:39]([O:41][CH3:42])[C:38]([O:43][CH3:44])=[C:37]([O:45][CH3:46])[CH:36]=2)[CH:30]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 743502Methyl 2-(2-nitrobenzenesulfonamido)acetateHCID 120192374-Chloromethyl-2-(3,4,5-trimethoxyphenyl) pyridine

생성물 1

HCID 18460573N-(2-nitrobenzenesulfonyl)-N-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]glycine methyl ester

시약·촉매·용매 1

HCID 6342
Acetonitrile
용매

실험 절차

N-(2-Nitrobenzenesulfonyl)glycine methyl ester (5.60 g) was dissolved in acetonitrile (100 mL), and to the solution potassium carbonate (3.10 g) and potassium iodide (2.29 g) were added. To the mixture, 4-chloromethyl-2-(3,4,5-trimethoxyphenyl)pyridine (6.00 g) was then added, and the resultant mixture was stirred at 80° C. for 1 hour. The reaction mixture was concentrated under reduced pressure, ethyl acetate was added to the residue, and the resultant mixture was washed with a saturated aqueous solution of sodium hydrogencarbonate, water and saturated brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (chloroform:methanol=50:1) to obtain the title compound.

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure, ethyl acetate
  2. additionwas added to the residue
  3. washthe resultant mixture was washed with a saturated aqueous solution of sodium hydrogencarbonate, water and saturated brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by column chromatography on silica gel (chloroform:methanol=50:1)

출처 및 근거

ORD 기록
ord-b4f4262b50524a978ae360b261332372
출처 데이터셋
uspto-grants-2002_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06432957B1

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