4-Methoxybenzenesulfonyl chloride → 1,3-Dibenzyl-8-(4-methoxy-benzenesulfonyl)-1,4,8-triazaspiro[4,5]decan-2-one

HRID 227259노트

반응식

HRID 227259 반응식
C(N(CC)CC)C.[CH3:8][O:9][C:10]1[CH:15]=[CH:14][C:13]([S:16](Cl)(=[O:18])=[O:17])=[CH:12][CH:11]=1.[CH2:20]([N:27]1[C:31]2([CH2:36][CH2:35][NH:34][CH2:33][CH2:32]2)[NH:30][CH:29]([CH2:37][C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)[C:28]1=[O:44])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.C(=O)([O-])[O-].[Na+].[Na+]>C(Cl)Cl>[CH2:20]([N:27]1[C:31]2([CH2:32][CH2:33][N:34]([S:16]([C:13]3[CH:14]=[CH:15][C:10]([O:9][CH3:8])=[CH:11][CH:12]=3)(=[O:18])=[O:17])[CH2:35][CH2:36]2)[NH:30][CH:29]([CH2:37][C:38]2[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=2)[C:28]1=[O:44])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

참가 물질

6

반응물 4

HCID 74014-Methoxybenzenesulfonyl chlorideHCID 8471TriethylamineHCID 10340Sodium CarbonateHCID 688379421,3-Dibenzyl-1,4,8-triazaspiro[4,5]decan-2-one

생성물 1

HCID 461430981,3-Dibenzyl-8-(4-methoxy-benzenesulfonyl)-1,4,8-triazaspiro[4,5]decan-2-one

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Triethylamine (0.12 ml, 0.89 mmol) and subsequently 4-methoxybenzenesulfonyl chloride (308 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-methoxy-benzenesulfonyl)-1,4,8-triazaspiro[4,5]decan-2-one was obtained in a yield of 301 mg (79% of theory).

후처리

  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

출처 및 근거

ORD 기록
ord-15721f48f09a4486a287ca758628c622
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07560468B2

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