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

HRID 4221

반응식

HRID 4221 반응식
[C:1](N1C=CN=C1)(N1C=CN=C1)=[O:2].[CH2:13]([N:15]([CH2:20][CH3:21])[CH2:16][CH:17]([NH2:19])[CH3:18])[CH3:14].[C:22]1([S:28]([CH2:31][CH2:32][NH:33][CH:34]([CH3:36])[CH3:35])(=[O:30])=[O:29])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>O1CCCC1>[CH2:13]([N:15]([CH2:20][CH3:21])[CH2:16][CH:17]([NH:19][C:1](=[O:2])[N:33]([CH:34]([CH3:36])[CH3:35])[CH2:32][CH2:31][S:28]([C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)(=[O:29])=[O:30])[CH3:18])[CH3:14]

참가 물질

5

반응물 3

HCID 682631,1'-CarbonyldiimidazoleHCID 13655034N-(2-phenylsulfonylethyl)-2-propanamineHCID 16643481(2-Aminopropyl)diethylamine

생성물 1

HCID 20152789N'-[2-(Diethylamino)-1-methylethyl]-N-(1-methylethyl)-N-[2-(phenylsulfonyl)ethyl]urea수율 59.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A mixture of 12.15 g (0.075 mole) of 1,1'-carbonyl diimidazole and 7.50 g (0.0476 mole) of 1-diethylamino-2-propanamine in 400 ml of tetrahydrofuran was stirred at room temperature for 1 hr. A solution of 12.26 g (0.054 mole) of N-[2-(phenylsulfonyl)ethyl]-2-propanamine in 50 ml of tetrahydrofuran was added, and the solution was refluxed for 19 hr. The solvent was removed in vacuo, and the residue was dissolved in a 50/50 mixture of methylene chloride and ether. The organic solution was extracted with several portions of water and was dried over magnesium sulfate. The solvent was removed in vacuo to give an oil. Flash chromatography on silica gel (elution with methanol) gave 10.87 g (52.3 g) of clear colorless oil.

후처리

  1. temperaturethe solution was refluxed for 19 hr
  2. customThe solvent was removed in vacuo
  3. dissolutionthe residue was dissolved in a 50/50 mixture of methylene chloride and ether
  4. extractionThe organic solution was extracted with several 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-676a05e13ec14819a379f9e941d94caf
출처 데이터셋
uspto-grants-1988_02
특허 번호
US04724235

연결된 노트

불러오는 중…