Bis-(1H-imidazol-2-YL)-methanone → 2-(3-Dodecyl-[1,2,4]oxadiazol-5-yl)-2-phenyl-N-(2,4,6-trimethoxy-phenyl)-acetamide

HRID 2380541ノート

反応式

HRID 2380541 の反応式
C(C1NC=CN=1)(C1NC=CN=1)=O.[CH3:13][O:14][C:15]1[CH:20]=[C:19]([O:21][CH3:22])[CH:18]=[C:17]([O:23][CH3:24])[C:16]=1[NH:25][C:26]([CH:28]([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[C:29](O)=[O:30])=[O:27].O[NH:39][C:40](=[NH:53])[CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH3:52]>C1COCC1>[CH2:41]([C:40]1[N:39]=[C:29]([CH:28]([C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)[C:26]([NH:25][C:16]2[C:17]([O:23][CH3:24])=[CH:18][C:19]([O:21][CH3:22])=[CH:20][C:15]=2[O:14][CH3:13])=[O:27])[O:30][N:53]=1)[CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH3:52]

参加物

5

反応物 3

HCID 5250894Bis-(1H-imidazol-2-YL)-methanoneHCID 10665192alpha-[[(2,4,6-Trimethoxyphenyl)amino]carbonyl]benzene acetic acidHCID 178443206HCID 178443206、化合物

生成物 1

HCID 107211272-(3-Dodecyl-[1,2,4]oxadiazol-5-yl)-2-phenyl-N-(2,4,6-trimethoxy-phenyl)-acetamide収率 11%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Carbonyl dimidazole (0.28 g, 1.71 mmol) was added to a solution of α-[[(2,4,6-trimethoxyphenyl)amino]carbonyl]-benzene acetic acid (0.56 g, 1.63 mmol) in dry THF (20 mL), and the resulting mixture was stirred at room temperature for 1 hour, then N-hydroxytridecane imidamide (0.37 g, 1.63 mmol) was added, and the mixture stirred for 1.5 hours, concentrated in vacuo, dissolved in glacial acetic acid, and refluxed for 1.5 hours. The solution was concentrated and azeotroped with benzene (2×25 mL), dissolved in ethyl acetate, and washed with NaHCO3, water, brine, dried with MgSO4, and recrystallized from ethanol/water to yield a white solid (0.093 g, 11%).

後処理

  1. stirringthe mixture stirred for 1.5 hours
  2. concentrationconcentrated in vacuo
  3. dissolutiondissolved in glacial acetic acid
  4. temperaturerefluxed for 1.5 hours
  5. concentrationThe solution was concentrated
  6. customazeotroped with benzene (2×25 mL)
  7. dissolutiondissolved in ethyl acetate
  8. washwashed with NaHCO3, water, brine
  9. dry with materialdried with MgSO4
  10. customrecrystallized from ethanol/water

出典と根拠

ORDレコード
ord-fc6f1a3df94a416a8cee087682d4fe4b
出典データセット
uspto-grants-1994_11
特許番号
US05366987

反応ノート

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