Sodium Iodide → HCID 10830980, 화합물

HRID 1488492노트

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HRID 1488492 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][N:11]2[CH:15]=[N:14][N:13]=[CH:12]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[N+:16]([C:19]1[CH:26]=[CH:25][C:22]([CH2:23]Br)=[CH:21][CH:20]=1)([O-:18])=[O:17].[I-].[Na+]>CC(=O)CC>[N+:16]([C:19]1[CH:26]=[CH:25][C:22]([CH2:23][N:10]([N:11]2[CH:15]=[N:14][N:13]=[CH:12]2)[C:7]2[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=2)=[CH:21][CH:20]=1)([O-:18])=[O:17]

참가 물질

5

반응물 3

HCID 5238Sodium IodideHCID 660114-Nitrobenzyl bromideHCID 108458884-Nitrophenyl(1,2,4-triazol-4-yl)amine

생성물 1

HCID 10830980HCID 10830980, 화합물수율 45.6%

시약·촉매·용매 1

HCID 6569Methyl Ethyl Ketone용매

실험 절차

To a suspension of 0.37 g of 4-[(4-nitrophenyl)amino]-4H-1,2,4-triazole obtained in Referential Example 3 in 20 ml of 2-butanone were successively added 0.83 g of potassium carbonate anhydride, 1.30 g of p-nitrobenzyl bromide and a catalytic amount of sodium iodide, at room temperature, and the reaction mixture was then heated under reflux for about 2 hours. After cooled, the solvent was removed by distillation under reduced pressure, and a proper amount of water was added to the residue, which was then extracted several times each with ethyl acetate. The ethyl acetate layer separated was washed with water and dried over anhydrous magnesium sulfate, and the solvent was removed by distillation under reduced pressure. The residue formed was purified by silica gel column chromatography to give crude crystals from the chloroform/methanol (100/1) eluate. The crude crystals thus obtained were recrystallized from ethanol to give 0.28 g of 4-[N-(4-nitrobenzyl)-N-(4-nitrophenyl)amino]-4H-1,2,4-triazole.

후처리

  1. temperatureunder reflux for about 2 hours
  2. temperatureAfter cooled
  3. customthe solvent was removed by distillation under reduced pressure
  4. additiona proper amount of water was added to the residue, which
  5. extractionwas then extracted several times each with ethyl acetate
  6. customThe ethyl acetate layer separated
  7. washwas washed with water
  8. dry with materialdried over anhydrous magnesium sulfate
  9. customthe solvent was removed by distillation under reduced pressure
  10. customThe residue formed
  11. customwas purified by silica gel column chromatography
  12. customto give crude crystals from the chloroform/methanol (100/1) eluate
  13. customThe crude crystals thus obtained
  14. customwere recrystallized from ethanol

출처 및 근거

ORD 기록
ord-35b8c72f4cb64491a0069754aec54fe5
출처 데이터셋
uspto-grants-1997_10
특허 번호
US05674886

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