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

HRID 4220
ノート
印刷プレビュー

反応式

HRID 4220 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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:

後処理

  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

出典と根拠

ORDレコード
ord-ef1535005443433a943b7d450a9fc636
出典データセット
uspto-grants-1988_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04724235

反応ノート

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