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

HRID 1603625
ノート
印刷プレビュー

反応式

HRID 1603625 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([N:18](C)[C:19](=O)C)[CH:5]=[C:6]([S:8][C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][CH:10]=2)[CH:7]=1>O1CCOCC1.[OH-].[Na+]>[Br:1][C:2]1[CH:3]=[C:4]([NH:18][CH3:19])[CH:5]=[C:6]([S:8][C:9]2[CH:10]=[CH:11][C:12]([N+:15]([O-:17])=[O:16])=[CH:13][CH:14]=2)[CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 1

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

生成物 1

HCID 19605547[3-Bromo-5-(4-nitrophenylsulphanyl)-phenyl]-methylamine収率 106.6%

試薬・触媒・溶媒 2

HCID 14798Sodium Hydroxide溶媒HCID 312751,4-Dioxane溶媒

実験手順

0.79 g (0.002 mol) of N-[3-bromo-5-(4-nitrophenylsulphanyl) -phenyl]-N-methylacetamide was dissolved in a mixture of 10 ml of dioxane and 10 ml of 1N NaOH and heated at reflux for 2 hrs. Subsequently, the organic solvent was distilled off and the residue was made neutral with 1N HCl and extracted with ethyl acetate. The organic phase was washed with water and sat. sodium chloride solution, dried over MgSO4, filtered, concentrated and dried. There was obtained 0.723 g (100%) of [3-bromo-5-(4-nitrophenylsulphanyl)-phenyl]-methylamine as red crystals; m.p.: 96-98° C.

後処理

  1. temperatureheated
  2. temperatureat reflux for 2 hrs
  3. distillationSubsequently, the organic solvent was distilled off
  4. extractionextracted with ethyl acetate
  5. washThe organic phase was washed with water and sat. sodium chloride solution
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated
  9. customdried

出典と根拠

ORDレコード
ord-e0a6a9633f824d9796c9d9e18ec9292c
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

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