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Pyridine → 4-Acetylthiomethylthio-1-trityl-1,2,3-triazole

HRID 249589
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HRID 249589 반응식
[Na].[NH:2]1[CH:6]=[C:5]([SH:7])[N:4]=[N:3]1.[S:8]1[CH:12]=C[CH:10]=[C:9]1CC(OCCl)=O.[C:19](Cl)([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.N1C=CC=CC=1.CN(C)C=[O:48]>ClCCl>[C:9]([S:8][CH2:12][S:7][C:5]1[N:4]=[N:3][N:2]([C:19]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:6]=1)(=[O:48])[CH3:10]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 1049PyridineHCID 6228DimethylformamideHCID 6456Trityl chlorideHCID 57186933Chloromethyl thiolacetateHCID 178527739HCID 178527739, 화합물

생성물 1

HCID 103734144-Acetylthiomethylthio-1-trityl-1,2,3-triazole수율 49%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a suspension of 1,2,3-triazol-4-thiol sodium salt (109 g : 870 mMol.) in dimethylformamide (300 ml) is added dropwise at -20° to -30° C. chloromethyl thiolacetate (109 g : 870 mMol.), and the mixture is stirred at room temperature for 2 hours. To the reaction mixture are added under ice cooling trityl chloride (292 g; 1.05 Mol.) and pyridine (84.6 ml : 1.05 Mol.), and the mixture is stirred at room temperature for 18 hours, diluted with dichloromethane, washed with brine, dried over sodium sulfate, and concentrated under reduced pressure. The residue is crystallized from ether to give 4-acetylthiomethylthio-1-trityl-1,2,3-triazole (183 g). Yield: 49%. mp. 115° to 116° C. Colorless crystals.

후처리

  1. additionTo the reaction mixture are added under ice
  2. stirringthe mixture is stirred at room temperature for 18 hours
  3. washwashed with brine
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue is crystallized from ether

출처 및 근거

ORD 기록
ord-c23f05ae3e7145998227b2133ecc1d47
출처 데이터셋
uspto-grants-1993_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05214037

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