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Water → 3-(4-Chlorophenyl)-4-methyl-2-thia-1-azaspiro[4.5]dec-3-ene

HRID 1245284
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HRID 1245284 반응식
[C:1]([C:4]1([NH:10][S:11]([CH2:14][C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)(=O)=O)[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1)(=O)[CH3:2].[H-].[Na+].O>CN(C=O)C>[Cl:21][C:18]1[CH:19]=[CH:20][C:15]([C:14]2[S:11][NH:10][C:4]3([CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]3)[C:1]=2[CH3:2])=[CH:16][CH:17]=1
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참가 물질

5

반응물 3

HCID 962WaterHCID 24758Sodium hydrideHCID 11461652N-(1-acetylcyclohexyl)-4-chlorophenyl-methanesulfonamide

생성물 1

HCID 219106433-(4-Chlorophenyl)-4-methyl-2-thia-1-azaspiro[4.5]dec-3-ene수율 71.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
120 °C

실험 절차

To N-(1-acetylcyclohexyl)-(4-chlorophenyl)methane-sulfonamide (612 mg, 1.86 mmol), from Example 1, in dry DMF (6 mL) was added NaH (60%, 2.2 eq.) under Ar. The mixture was stirred overnight at 120° C., water was added and the solution was extracted with ethyl acetate. The organic layer was washed with NaCl solution and water, dried (Na2SO4) and concentrated. Recrystallization from ethyl acetate yielded 0.37 g (64%) of 3-(4-chlorophenyl)-4-methyl-2-thia-1-azaspiro[4.5]dec-3-ene, 2,2-dioxide, shown below as a solid. MS (IS): 312 [MH]+

후처리

  1. extractionthe solution was extracted with ethyl acetate
  2. washThe organic layer was washed with NaCl solution and water
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated
  5. customRecrystallization from ethyl acetate

출처 및 근거

ORD 기록
ord-0d6727f5bae64d31851d21506fffeff3
출처 데이터셋
uspto-grants-2006_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07125840B2

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