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Hydrazine hydrate (1:1) → (E)-{2-[4-methyl-6-(hydrazinocarbonyl)-2-propylbenzimidazol-1-yl]methyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene}acetonitrile

HRID 452150
ノート
印刷プレビュー

反応式

HRID 452150 の反応式
[C:1]([C:4]1[CH:5]=[C:6]([CH3:35])[C:7]2[N:11]=[C:10]([CH2:12][CH2:13][CH3:14])[N:9]([CH2:15][C:16]3[CH:33]=[CH:32][C:19]4/[C:20](=[CH:29]/[C:30]#[N:31])/[C:21]5[CH:28]=[CH:27][CH:26]=[CH:25][C:22]=5[CH2:23][CH2:24][C:18]=4[CH:17]=3)[C:8]=2[CH:34]=1)(O)=O.[OH2:36].[NH2:37][NH2:38]>ClCCl>[CH3:35][C:6]1[C:7]2[N:11]=[C:10]([CH2:12][CH2:13][CH3:14])[N:9]([CH2:15][C:16]3[CH:33]=[CH:32][C:19]4/[C:20](=[CH:29]/[C:30]#[N:31])/[C:21]5[CH:28]=[CH:27][CH:26]=[CH:25][C:22]=5[CH2:23][CH2:24][C:18]=4[CH:17]=3)[C:8]=2[CH:34]=[C:4]([C:1]([NH:37][NH2:38])=[O:36])[CH:5]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 67211448(E)-[2-(6-Carboxy-4-methyl-2-propylbenzimidazol-1-yl)methyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene]acetonitrile

生成物 1

HCID 67210803(E)-{2-[4-methyl-6-(hydrazinocarbonyl)-2-propylbenzimidazol-1-yl]methyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene}acetonitrile収率 88%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

[step 1] (E)-[2-(6-Carboxy-4-methyl-2-propylbenzimidazol-1-yl)methyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene]acetonitrile (274 mg, 0.59 mmol) obtained in Reference Example B8 was dissolved in dichloromethane (1 mL), N,N′-carbonyldiimidazole (CDI) (107 mg, 0.66 mmol) was added, and the mixture was stirred at room temperature for 20 min. To this mixture was added hydrazine monohydrate (89 mg, 1.77 mmol), and the mixture was stirred at room temperature for 3 hr. The mixture was concentrated under reduced pressure, water (20 mL) was added, and the precipitate was collected by filtration to give (E)-{2-[4-methyl-6-(hydrazinocarbonyl)-2-propylbenzimidazol-1-yl]methyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene}acetonitrile (246 mg, 88%).

後処理

  1. stirringthe mixture was stirred at room temperature for 3 hr
  2. concentrationThe mixture was concentrated under reduced pressure, water (20 mL)
  3. additionwas added
  4. filtrationthe precipitate was collected by filtration

出典と根拠

ORDレコード
ord-97b6ec24bd07486795ab89488ac58b77
出典データセット
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08486980B2

反応ノート

読み込み中…

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