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

HRID 1603622
ノート
印刷プレビュー

反応式

HRID 1603622 の反応式
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
参加物反応条件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 962WaterHCID 19605539N-[3-[2-(phenylsulphonyl)-diazenyl]-5-bromophenyl]-N-methylacetamideHCID 700026814Nitrothiophenol potassium salt

生成物 1

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

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
40 °C

実験手順

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+).

後処理

  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

出典と根拠

ORDレコード
ord-c4805e378a8f4743a97e08d34da669b8
出典データセット
uspto-grants-1999_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05990105

反応ノート

読み込み中…

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