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

HRID 586434ノート

反応式

HRID 586434 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-8fed17fcc09e4752bc62ffd6ae6acf22
出典データセット
uspto-grants-2005_08
特許番号
US06936626B2

反応ノート

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