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Sodium Iodide → HCID 18963346, 화합물

HRID 1707466
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HRID 1707466 반응식
[C:1]([N:20]1[CH:24]=[C:23](CO)[N:22]=[N:21]1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:27](N(CC)CC)C.[CH3:34][S:35](Cl)(=O)=O.[S:39]1C=CC=[C:40]1[CH2:44][C:45]([O-:47])=O.[K+].[I-].[Na+]>ClCCl.CN(C)C=O.O.CC(C)=O>[C:45]([CH2:44][C:40]([S:35][CH2:34][C:23]1[N:22]=[N:21][N:20]([C:1]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:24]=1)=[S:39])(=[O:47])[CH3:27]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

10

반응물 5

HCID 5238Sodium IodideHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 13471695[1-(Triphenylmethyl)-1H-1,2,3-triazol-4-yl]methanolHCID 23696799Potassium 2-thienylacetate

생성물 1

HCID 18963346HCID 18963346, 화합물수율 86%

시약·촉매·용매

4
HCID 180Acetone용매HCID 962Water용매2회HCID 6228Dimethylformamide용매HCID 6344Dichloromethane용매

실험 절차

To a solution of 1-trityl-1,2,3-triazol-4-ylmethanol (8.00 g: 23.5 mMol.) in a mixture of dichloromethane (150 ml) and dimethylformamide (15 ml) at -40° C. are added triethylamine (3.9 ml: 28.0 mMol.) and methanesulfonyl chloride (2.2 ml: 28.4 mMol.), and the mixture is stirred at -30° to -40° C. for 25 minutes. The reaction mixture is diluted with water and extracted with ethyl acetate. The extract is washed with brine, dried over sodium sulfate, and concentrated. To a solution of the residue in acetone (150 ml) are added potassium thiol-acetate (4.02 g: 35.2 mMol.) and sodium iodide (7.03 g: 46.9 mMol.), and the mixture is stirred at room temperature for 2 hours. The reaction mixture is diluted with water and extracted with ethyl acetate. The extract is washed with water and brine, dried over sodium sulfate, and concentrated. The resulting crystals are washed with ether to give 4-acetylthioacetylthiomethyl- 1-trityl-1,2,3-triazole (8.01 g) as white crystals. Yield: 86%. mp. 172° to 173° C.

후처리

  1. extractionextracted with ethyl acetate
  2. washThe extract is washed with brine
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated
  5. stirringthe mixture is stirred at room temperature for 2 hours
  6. extractionextracted with ethyl acetate
  7. washThe extract is washed with water and brine
  8. dry with materialdried over sodium sulfate
  9. concentrationconcentrated
  10. washThe resulting crystals are washed with ether

출처 및 근거

ORD 기록
ord-10a713a6f0c4499c8049537f41b640e3
출처 데이터셋
uspto-grants-1994_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05352792

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