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

HRID 2248236

반응식

HRID 2248236 반응식
[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

참가 물질

8

반응물 4

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

생성물 1

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

시약·촉매·용매 3

HCID 2631-Butanol용매HCID 1140Toluene용매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-62c432f2baed422e9afc345bfbdefe6a
출처 데이터셋
uspto-grants-1991_08
특허 번호
US05039332

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