1H-1,2,4-Triazole → (+/-)-N-[4-[2-methyl-1-(1H-1,2,4-triazol-1-yl)propyl]phenyl]acetamide

HRID 586434노트

반응식

HRID 586434 반응식
CS(O[CH:6]([CH:17]([CH3:19])[CH3:18])[C:7]1[CH:12]=[CH:11][C:10]([NH:13][C:14](=[O:16])[CH3:15])=[CH:9][CH:8]=1)(=O)=O.[NH:20]1[CH:24]=[N:23][CH:22]=[N:21]1.C([O-])([O-])=O.[K+].[K+]>CC#N>[CH3:18][CH:17]([CH3:19])[CH:6]([C:7]1[CH:12]=[CH:11][C:10]([NH:13][C:14](=[O:16])[CH3:15])=[CH:9][CH:8]=1)[N:20]1[CH:24]=[N:23][CH:22]=[N:21]1

참가 물질

5

반응물 3

HCID 92571H-1,2,4-TriazoleHCID 11430Potassium CarbonateHCID 11055245(+/-)-4-(Acetylamino)-alpha-(1-methylethyl)benzenemethanol methane sulfonate

생성물 1

HCID 9903273(+/-)-N-[4-[2-methyl-1-(1H-1,2,4-triazol-1-yl)propyl]phenyl]acetamide수율 25.1%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of (±)-4-(acetylamino)-α-(1-methylethyl)benzenemethanol methane sulfonate (ester) (0.1541 mol), 1H-1,2,4-triazole (0.308 mol) and K2CO3 (0.308 mol) in CH3CN (500 ml) was stirred and refluxed for 12 hours. The solvent was evaporated and the residue was taken up in water/CH2Cl2. The organic layer was dried, filtered off and the solvent evaporated. The residue was purified by column chromatography over silica gel (eluent : CH2Cl2/CH3OH 97/3). The pure fractions were collected and evaporated, yielding 10 g (25%) of (±)-N-[4-[2-methyl-1-(1H-1,2,4-triazol-1-yl)propyl]-phenyl]acetamide (compound 153).

후처리

  1. temperaturerefluxed for 12 hours
  2. customThe solvent was evaporated
  3. customThe organic layer was dried
  4. filtrationfiltered off
  5. customthe solvent evaporated
  6. customThe residue was purified by column chromatography over silica gel (eluent : CH2Cl2/CH3OH 97/3)
  7. customThe pure fractions were collected
  8. customevaporated

출처 및 근거

ORD 기록
ord-8fed17fcc09e4752bc62ffd6ae6acf22
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06936626B2

반응 노트

불러오는 중…