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Triethylamine → 2-Amino-1-benzylideneamino-4-(4-biphenylyl)-imidazole

HRID 357613
ノート
印刷プレビュー

反応式

HRID 357613 の反応式
C(N(CC)CC)C.Br[CH2:9][C:10]([C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[CH:14][CH:13]=1)=O.[C:24]([NH:27][N:28]=[CH:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)(=[NH:26])[NH2:25]>C(O)C>[NH2:26][C:24]1[N:27]([N:28]=[CH:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH:9]=[C:10]([C:12]2[CH:17]=[CH:16][C:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[CH:14][CH:13]=2)[N:25]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 8471TriethylamineHCID 672821-(1,1'-Biphenyl)-4-yl-2-bromoethanoneHCID 178513139HCID 178513139、化合物

生成物 1

HCID 39800002-Amino-1-benzylideneamino-4-(4-biphenylyl)-imidazole

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
20 °C

実験手順

7 ml (0.0507 mol) of triethylamine and 13.75 g (0.050 mol) of 2-bromo-4'-phenylaceto-phenone (Aldrich, Buchs, Switzerland; tech., Cat. no. 10,108-7) are added to a solution of 8.11 g (0.05 mol) of benzaldehyde guanylhydrazone in 40 ml of ethanol. The reaction mixture is stirred at 20° C. for 15 hours and is filtered, and the crystallizate is taken up in methylene chloride and acidified to pH 1 with 1N hydrochloric acid. After filtration, the filtration product is taken up in methanol, and 2N sodium hydroxide solution is added until a basic reaction is obtained (pH 11). Filtration is carried out and the crystalline product is washed with methanol/water (1:1). The title compound so obtained melts at 254°-255° C. (decomp.), 1H-NMR (DMSO): δ=8.60 (s, 1H); 8.10 (s, 1H); 7.93-7.98 (m, 2H); 7.67-7.83 (m, 6H); 7.32-7.55 (m, 6H); 6.24 (s, 2H).

後処理

  1. filtrationis filtered
  2. filtrationAfter filtration
  3. addition2N sodium hydroxide solution is added until a basic reaction
  4. customis obtained (pH 11)
  5. filtrationFiltration
  6. washthe crystalline product is washed with methanol/water (1:1)

出典と根拠

ORDレコード
ord-4423df189bd74b3da494a8c10eec3632
出典データセット
uspto-grants-1998_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05840911

反応ノート

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