4-Chlorobenzenesulfonyl chloride → 1,3-Dibenzyl-8-(4-chlorobenzene-sulfonyl)-1,4,8-triazaspiro[4,5]decan-2-one

HRID 227258ノート

反応式

HRID 227258 の反応式
C(N(CC)CC)C.[Cl:8][C:9]1[CH:14]=[CH:13][C:12]([S:15](Cl)(=[O:17])=[O:16])=[CH:11][CH:10]=1.[CH2:19]([N:26]1[C:30]2([CH2:35][CH2:34][NH:33][CH2:32][CH2:31]2)[NH:29][CH:28]([CH2:36][C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[C:27]1=[O:43])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.C(=O)([O-])[O-].[Na+].[Na+]>C(Cl)Cl>[CH2:19]([N:26]1[C:30]2([CH2:31][CH2:32][N:33]([S:15]([C:12]3[CH:13]=[CH:14][C:9]([Cl:8])=[CH:10][CH:11]=3)(=[O:17])=[O:16])[CH2:34][CH2:35]2)[NH:29][CH:28]([CH2:36][C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)[C:27]1=[O:43])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

参加物

6

反応物 4

HCID 73984-Chlorobenzenesulfonyl chlorideHCID 8471TriethylamineHCID 10340Sodium CarbonateHCID 688379421,3-Dibenzyl-1,4,8-triazaspiro[4,5]decan-2-one

生成物 1

HCID 461430961,3-Dibenzyl-8-(4-chlorobenzene-sulfonyl)-1,4,8-triazaspiro[4,5]decan-2-one

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Triethylamine (0.12 ml, 0.89 mmol) and subsequently 4-chlorobenzenesulfonyl chloride (314 mg, 1.49 mmol) were added to a solution of 1,3-dibenzyl-1,4,8-triaza-spiro[4,5]decan-2-one (249 mg, 0.75 mmol) in CH2Cl2 (6.7 ml) with stirring under a blanket of nitrogen at RT. The reaction mixture was stirred overnight. The organic phase was rendered alkaline using saturated aqueous sodium carbonate solution (20 ml) and the aqueous phase was extracted with CH2Cl2 (15 ml). The combined organic phases were dried over Na2SO4. After filtration, removal of the solvent and column chromatography, the desired product 1,3-dibenzyl-8-(4-chlorobenzene-sulfonyl)-1,4,8-triazaspiro[4,5]decan-2-one was obtained in a yield of 382 mg (100% of theory).

後処理

  1. stirringThe reaction mixture was stirred overnight
  2. extractionthe aqueous phase was extracted with CH2Cl2 (15 ml)
  3. dry with materialThe combined organic phases were dried over Na2SO4
  4. filtrationAfter filtration, removal of the solvent and column chromatography

出典と根拠

ORDレコード
ord-2d8c450e2c3948708e384e785020248f
出典データセット
uspto-grants-2009_07
特許番号
US07560468B2

反応ノート

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