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Dibutyltin oxide → 1-[1,2-diisopropoxyimino-2-(1H-tetrazol-5-yl)ethyl]-1H-1,2,4-triazole

HRID 339428
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HRID 339428 반응식
[C:1]([C:3](=[N:15][O:16][CH:17]([CH3:19])[CH3:18])[C:4]([N:10]1[CH:14]=[N:13][CH:12]=[N:11]1)=[N:5][O:6][CH:7]([CH3:9])[CH3:8])#[N:2].C[Si]([N:24]=[N+:25]=[N-:26])(C)C.C([Sn](=O)CCCC)CCC>C1(C)C=CC=CC=1>[CH:7]([O:6][N:5]=[C:4]([N:10]1[CH:14]=[N:13][CH:12]=[N:11]1)[C:3](=[N:15][O:16][CH:17]([CH3:19])[CH3:18])[C:1]1[NH:26][N:25]=[N:24][N:2]=1)([CH3:9])[CH3:8]
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참가 물질

5

반응물 3

HCID 61221Dibutyltin oxideHCID 78378AzidotrimethylsilaneHCID 866815701-(2-cyano-1,2-diisopropoxyiminoethyl)-1H-1,2,4-triazole

생성물 1

HCID 1784601781-[1,2-diisopropoxyimino-2-(1H-tetrazol-5-yl)ethyl]-1H-1,2,4-triazole수율 49.6%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To 5 ml of a toluene solution containing 0.40 g (1.51 mmol) of 1-(2-cyano-1,2-diisopropoxyiminoethyl)-1H-1,2,4-triazole were added 0.35 g (3.03 mmol) of trimethylsilylazide and 0.38 g (1.51 mmol) of di-n-butyltin oxide, followed by stirring for 3 hours under heating and refluxing. The reaction mixture was cooled to room temperature, followed by extraction with ethyl acetate. The extract solution was washed with an aqueous saturated sodium chloride solution and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (elutant:ethyl acetate/hexane=1/0). The crystal obtained was washed with isopropyl ether to obtain 0.23 g (yield: 47%) of a title compound.

후처리

  1. temperatureunder heating
  2. temperaturerefluxing
  3. extractionfollowed by extraction with ethyl acetate
  4. washThe extract solution was washed with an aqueous saturated sodium chloride solution
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationThe solvent was distilled off under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (elutant:ethyl acetate/hexane=1/0)
  8. customThe crystal obtained
  9. washwas washed with isopropyl ether

출처 및 근거

ORD 기록
ord-fe00905b85794216a096c58262ac5b79
출처 데이터셋
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08895035B2

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