Water → 1-[[2-(4-methoxyphenyl)-1,3-oxathiolan-2-yl]methyl]-1H-1,2,4-triazole

HRID 1077877

反応式

HRID 1077877 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](=[O:16])[CH2:10][N:11]2[CH:15]=[N:14][CH:13]=[N:12]2)=[CH:5][CH:4]=1.[SH:17][CH2:18][CH2:19]O.C1(C)C=CC(S(O)(=O)=O)=CC=1.O>C1(C)C=CC=CC=1.C(O)CCC.ClCCl>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2([CH2:10][N:11]3[CH:15]=[N:14][CH:13]=[N:12]3)[S:17][CH2:18][CH2:19][O:16]2)=[CH:5][CH:4]=1

参加物

8

反応物 4

HCID 962WaterHCID 15672-MercaptoethanolHCID 6101p-Toluenesulfonic acidHCID 138160051-(4-Methoxyphenyl)-2-(1H-1,2,4-triazol-1-yl)ethan-1-one

生成物 1

HCID 194304951-[[2-(4-methoxyphenyl)-1,3-oxathiolan-2-yl]methyl]-1H-1,2,4-triazole収率 15.7%

試薬・触媒・溶媒 3

HCID 2631-Butanol溶媒HCID 1140Toluene溶媒HCID 6344Dichloromethane溶媒

実験手順

To a slurry of 32.5 g 1-(4-methoxyphenyl)-2-(1H-1,2,4-triazole-1-yl) ethanone in 500 ml dry toluene and 250 ml 1-butanol was added 23.4 g 2-mercaptoethanol and 38.0 g p-toluenesulfonic acid. The thickened slurry was refluxed under a Dean-Stark trap for about 40 hours, until no more water collected. The solvent was evaporated leaving a solid residue which was dissolved in dichloromethane and washed twice with 10% aqueous sodium hydroxide and once with water. The organic layer was dried, filtered and evaporated to leave an oily residue which partially solidified on high vacuum pumping. The residue was triturated with hot toluene/cyclohexane, cooled and filtered to give 6.5 g of product.

後処理

  1. customcollected
  2. customThe solvent was evaporated
  3. customleaving a solid residue which
  4. washwashed twice with 10% aqueous sodium hydroxide and once with water
  5. customThe organic layer was dried
  6. filtrationfiltered
  7. customevaporated
  8. customto leave an oily residue which
  9. customThe residue was triturated with hot toluene/cyclohexane
  10. temperaturecooled
  11. filtrationfiltered

出典と根拠

ORDレコード
ord-d0eea0abc0904cec8dc8426575d5c771
出典データセット
uspto-grants-1996_08
特許番号
US05545655

関連ノート

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