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Thiophenol → 1-Methyl-5-(3-phenylthiopropyl)thio-1,2,3,4-tetrazole

HRID 1758324
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HRID 1758324 반응식
[CH3:1][N:2]1[C:6]([S:7][CH2:8][CH2:9][CH2:10]Cl)=[N:5][N:4]=[N:3]1.[C:12]1([SH:18])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O.[I-].[K+]>[CH3:1][N:2]1[C:6]([S:7][CH2:8][CH2:9][CH2:10][S:18][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[N:5][N:4]=[N:3]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 7969ThiophenolHCID 11430Potassium CarbonateHCID 128033761-Methyl-5-(3-chloropropyl)thio-1,2,3,4-tetrazole

생성물 1

HCID 128182731-Methyl-5-(3-phenylthiopropyl)thio-1,2,3,4-tetrazole수율 95.2%

시약·촉매·용매 2

HCID 4875Potassium Iodide촉매HCID 180
Acetone
용매

실험 절차

1-Methyl-5-(3-chloropropyl)thio-1,2,3,4-tetrazole (1.9 g) and thiophenol (1.1 g) are dissolved in acetone (50 ml). To the mixture are added potassium carbonate (1.5 g) and potassium iodide (0.1 g), and the mixture is refluxed for 3 hours. After acetone is distilled off, water is added to the residue, and the mixture is extracted with ether. The ether solution is washed with diluted aqueous sodium hydroxide and saturated aqueous sodium chloride and dried over sodium sulfate. After ether is distilled off, the residue is purified by silica gel column chromatography (Kieselgel 60), followed by eluting with benzene-chloroform (3:2) to give 1-methyl-5-(3-phenylthiopropyl)thio-1,2,3,4-tetrazole (2.5 g) as colorless liquid, nD18 =1.6008.

후처리

  1. temperaturethe mixture is refluxed for 3 hours
  2. distillationAfter acetone is distilled off
  3. additionwater is added to the residue
  4. extractionthe mixture is extracted with ether
  5. washThe ether solution is washed with diluted aqueous sodium hydroxide and saturated aqueous sodium chloride
  6. dry with materialdried over sodium sulfate
  7. distillationAfter ether is distilled off
  8. customthe residue is purified by silica gel column chromatography (Kieselgel 60)
  9. washby eluting with benzene-chloroform (3:2)

출처 및 근거

ORD 기록
ord-64e13d223ac54e87b14e07808855cda1
출처 데이터셋
uspto-grants-1983_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04372953

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