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Aniline → N-phenyl-1H-imidazole-2-carboxamide

HRID 524987
ノート
印刷プレビュー

反応式

HRID 524987 の反応式
[NH:1]1[CH:5]=[CH:4][N:3]=[C:2]1[C:6]([OH:8])=O.[NH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.CCN=C=NCCCN(C)C.Cl.C1C=CC2N(O)N=NC=2C=1>CN(C=O)C.O>[C:10]1([NH:9][C:6]([C:2]2[NH:1][CH:5]=[CH:4][N:3]=2)=[O:8])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 6115AnilineHCID 757711-HydroxybenzotriazoleHCID 5743211H-Imidazole-2-carboxylic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

生成物 1

HCID 2822525N-phenyl-1H-imidazole-2-carboxamide収率 96%

試薬・触媒・溶媒 2

HCID 962
このページの内容参加物実験手順後処理出典と根拠反応ノート
Water
溶媒
HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 1H-imidazole-2-carboxylic acid (0.975 g, 8.7 mmol) in DMF (30 mL) were added aniline (0.67 mL, 8.7 mmol), EDC.HCl (2.54 g, 13.05 mmol) and HOBt (1.76 g, 13.05 mmol). The reaction mixture was stirred at room temperature for 21 hours. Then, it was poured into water and extracted with ethyl acetate. The combined organic layer was dried over sodium sulphate, filtered and concentrated. The crude residue was purified by flash chromatography (2% to 3% methanol in dichloromethane) to yield 1.55 g (96% yield) of the title compound.

後処理

  1. extractionextracted with ethyl acetate
  2. dry with materialThe combined organic layer was dried over sodium sulphate
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe crude residue was purified by flash chromatography (2% to 3% methanol in dichloromethane)

出典と根拠

ORDレコード
ord-f1839e7c445340c4a6ab51d52cf0cd47
出典データセット
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09340547B2

反応ノート

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