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Water → N-[3-bromo-5-(4-nitrophenylsulphanyl)-phenyl]-N-methylacetamide

HRID 1603622
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인쇄 미리보기

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HRID 1603622 반응식
C1(S(N=N[C:12]2[CH:13]=[C:14]([N:19]([CH3:23])[C:20](=[O:22])[CH3:21])[CH:15]=[C:16]([Br:18])[CH:17]=2)(=O)=O)C=CC=CC=1.[K].[N+:25]([C:28]1[CH:33]=[CH:32][C:31]([SH:34])=[CH:30][CH:29]=1)([O-:27])=[O:26].O>CS(C)=O>[Br:18][C:16]1[CH:15]=[C:14]([N:19]([CH3:23])[C:20](=[O:22])[CH3:21])[CH:13]=[C:12]([S:34][C:31]2[CH:32]=[CH:33][C:28]([N+:25]([O-:27])=[O:26])=[CH:29][CH:30]=2)[CH:17]=1
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참가 물질

5

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HCID 962WaterHCID 19605539N-[3-[2-(phenylsulphonyl)-diazenyl]-5-bromophenyl]-N-methylacetamideHCID 700026814Nitrothiophenol potassium salt

생성물 1

HCID 19605546N-[3-bromo-5-(4-nitrophenylsulphanyl)-phenyl]-N-methylacetamide수율 103.5%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

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온도
40 °C

실험 절차

0.22 g (0.00055 mol) of N-[3-[2-(phenylsulphonyl)-diazenyl]-5-bromophenyl]-N-methylacetamide was dissolved in 15 ml of dimethyl sulphoxide, treated with 0.185 g (0.000825 mol) of 4-nitrothiophenol potassium salt and stirred at 40° C. for 18 hrs. The reaction mixture was poured into 300 ml of water, extracted with diethyl ether, the organic phase was washed with water and sat. sodium chloride solution, dried over MgSO4, filtered and the filtrate was freed from solvent. The residue was chromatographed on silica gel with 1% MeOH in dichloromethane. There was obtained 0.217 g (100%) of N-[3-bromo-5-(4-nitrophenylsulphanyl)-phenyl]-N-methylacetamide as a yellow oil. MS (EI): me/e=382, 380 (C15H13BrN2O3S+).

후처리

  1. extractionextracted with diethyl ether
  2. washthe organic phase was washed with water and sat. sodium chloride solution
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. customThe residue was chromatographed on silica gel with 1% MeOH in dichloromethane

출처 및 근거

ORD 기록
ord-c4805e378a8f4743a97e08d34da669b8
출처 데이터셋
uspto-grants-1999_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05990105

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