1,1'-Carbonyldiimidazole → N'-[4-(Diethylamino)butyl]-N-(1-methylethyl)-N-[2-(phenylsulfonyl)ethyl]urea

HRID 4220

반응식

HRID 4220 반응식
[C:1](N1C=CN=C1)(N1C=CN=C1)=[O:2].[CH2:13]([N:15]([CH2:21][CH3:22])[CH2:16][CH2:17][CH2:18][CH2:19][NH2:20])[CH3:14].[C:23]1([S:29]([CH2:32][CH2:33][NH:34][CH:35]([CH3:37])[CH3:36])(=[O:31])=[O:30])[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>O1CCCC1>[CH2:13]([N:15]([CH2:21][CH3:22])[CH2:16][CH2:17][CH2:18][CH2:19][NH:20][C:1](=[O:2])[N:34]([CH:35]([CH3:37])[CH3:36])[CH2:33][CH2:32][S:29]([C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1)(=[O:30])=[O:31])[CH3:14]

참가 물질

5

반응물 3

HCID 682631,1'-CarbonyldiimidazoleHCID 117976N,N-Diethyl-1,4-butanediamineHCID 13655034N-(2-phenylsulfonylethyl)-2-propanamine

생성물 1

HCID 20152821N'-[4-(Diethylamino)butyl]-N-(1-methylethyl)-N-[2-(phenylsulfonyl)ethyl]urea수율 26.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of 4.40 g (0.0272 mole) of 1,1'-carbonyldiimidazole and 3.46 g (0.024 mole) of N,N-diethyl-1,4-butanediamine in 400 ml of tetrahydrofuran was stirred at room temperature for 1 hr. A solution of 5.00 g (0.0220 mole) of N-[2-(phenylsulfonyl)ethyl]-2-propanamine in 50 ml of tetrahydrofuran was added, and the solution was refluxed overnight. The solvent was removed in vacuo, and the residue was dissolved in 600 ml of a 50/50 mixture of ether and methylene chloride. The organic solution was extracted with three portions of water and was dried over magnesium sulfate. The solvent was removed in vacuo to give an oil. Flash chromatography on silica gel (methanol) gave 2.29 g (26.2%) of clear colorless oil:

후처리

  1. temperaturethe solution was refluxed overnight
  2. customThe solvent was removed in vacuo
  3. dissolutionthe residue was dissolved in 600 ml of a 50/50 mixture of ether and methylene chloride
  4. extractionThe organic solution was extracted with three portions of water
  5. dry with materialwas dried over magnesium sulfate
  6. customThe solvent was removed in vacuo
  7. customto give an oil

출처 및 근거

ORD 기록
ord-ef1535005443433a943b7d450a9fc636
출처 데이터셋
uspto-grants-1988_02
특허 번호
US04724235

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