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Methyl iodide → N-[2,6-Bis(1-methylethyl)phenyl]-N'-methyl-N'-(tetradecylsulfonyl)urea

HRID 1602555
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인쇄 미리보기

반응식

HRID 1602555 반응식
CI.[CH3:3][CH:4]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([CH:12]([CH3:14])[CH3:13])[C:7]=1[NH:15][C:16]([NH:18][S:19]([CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])(=[O:21])=[O:20])=[O:17])[CH3:5].N12CCCN=C1CCCC[CH2:37]2>CC#N.CCOC(C)=O>[CH3:14][CH:12]([C:8]1[CH:9]=[CH:10][CH:11]=[C:6]([CH:4]([CH3:3])[CH3:5])[C:7]=1[NH:15][C:16]([N:18]([CH3:37])[S:19]([CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])(=[O:20])=[O:21])=[O:17])[CH3:13]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 6328Methyl iodideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 19611841N-[2,6-Bis(1-methylethyl)phenyl]-N'-(tetradecylsulfonyl)urea

생성물 1

HCID 19611835N-[2,6-Bis(1-methylethyl)phenyl]-N'-methyl-N'-(tetradecylsulfonyl)urea수율 77.7%

시약·촉매·용매 2

HCID 6342Acetonitrile용매
HCID 8857
Ethyl Acetate
용매

실험 절차

CH3I (0.15 mL, 2.3 mmoles) was added dropwise to a room temperature solution of N-[2,6-bis(1-methylethyl)phenyl]-N'-(tetradecylsulfonyl)urea (1.0 g, 2.08 mmoles) and 1,8-diazabicyclo[5.4.0]undec-7-ene (0.34 mL, 2.3 mmoles), stirring in 10 mL of CH3CN. The solution was stirred overnight at room temperature, diluted with EtOAc, washed with 1M HCl, H2O, brine, and dried (MgSO4). Filtration and evaporation afforded an oil which was flash chromatographed (silica gel, 10:1 hexane-ethyl acetate) to provide 800 mg of a colorless oil.

후처리

  1. washwashed with 1M HCl, H2O, brine
  2. dry with materialdried (MgSO4)
  3. filtrationFiltration and evaporation
  4. customafforded an oil which
  5. customchromatographed (silica gel, 10:1 hexane-ethyl acetate)

출처 및 근거

ORD 기록
ord-c050ba6250df4e7d8152ca8c20ed15dd
출처 데이터셋
uspto-grants-1999_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05981595

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