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Sodium Iodide → HCID 18963346、化合物

HRID 1707466
ノート
印刷プレビュー

反応式

HRID 1707466 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

10

反応物 5

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

生成物 1

HCID 18963346HCID 18963346、化合物収率 86%

試薬・触媒・溶媒 4

HCID 180Acetone溶媒HCID 962Water溶媒2 回HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-10a713a6f0c4499c8049537f41b640e3
出典データセット
uspto-grants-1994_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05352792

反応ノート

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