Sodium Iodide → N-Methyl-N-(5-nitrobenzofur-2-ylmethyl)-4-nitrophenethylamine

HRID 467091

반응식

HRID 467091 반응식
[CH3:1][NH:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][CH:6]=1.Br[CH2:15][C:16]1[O:17][C:18]2[CH:24]=[CH:23][C:22]([N+:25]([O-:27])=[O:26])=[CH:21][C:19]=2[CH:20]=1.[I-].[Na+].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH3:1][N:2]([CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][CH:6]=1)[CH2:15][C:16]1[O:17][C:18]2[CH:24]=[CH:23][C:22]([N+:25]([O-:27])=[O:26])=[CH:21][C:19]=2[CH:20]=1

참가 물질

6

반응물 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 2794239N-methyl-4-nitrophenethylamineHCID 114141792-(Bromomethyl)-5-nitro-1-benzofuran

생성물 1

HCID 15735404N-Methyl-N-(5-nitrobenzofur-2-ylmethyl)-4-nitrophenethylamine

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

N-Methyl-4-nitrophenethylamine (0.41 g, 2.3 mmole), 2-bromomethyl-5-nitrobenzofuran (0.66 g, 2.6 mmole), sodium iodide (0.39 g, 2.6 mmole) and potassium carbonate (0.36 g, 2.6 mmole) were heated at reflux temperature in acetonitrile (50 ml) for 8 days. The solvent was then evaporated, water was added, and the mixture extracted three times with methylene chloride. The combined organic extracts were washed with water, dried (MgSO4) and evaporated to give a semi-solid which was recrystallised from isopropanol to give the title compound, yield 380 mg.

후처리

  1. customThe solvent was then evaporated
  2. additionwater was added
  3. extractionthe mixture extracted three times with methylene chloride
  4. washThe combined organic extracts were washed with water
  5. dry with materialdried (MgSO4)
  6. customevaporated
  7. customto give a semi-solid which
  8. customwas recrystallised from isopropanol

출처 및 근거

ORD 기록
ord-ad3a2c54629f43b28311db2f18ad79eb
출처 데이터셋
uspto-grants-1992_10
특허 번호
US05158964

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