Methyl iodide → 1,2-dimethyl-1H-imidazole-5-carbaldehyde

HRID 1186377

反応式

HRID 1186377 の反応式
[CH3:1][C:2]1[NH:3][C:4]([CH:7]=[O:8])=[CH:5][N:6]=1.[C:9](=O)([O-])[O-].[K+].[K+].CI>CN(C)C=O>[CH3:9][N:3]1[C:4]([CH:7]=[O:8])=[CH:5][N:6]=[C:2]1[CH3:1].[CH3:9][N:6]1[CH:5]=[C:4]([CH:7]=[O:8])[N:3]=[C:2]1[CH3:1]

参加物

6

反応物 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 27958782-Methyl-1H-imidazole-4-carboxaldehyde

生成物 2

HCID 31596101,2-dimethyl-1H-imidazole-5-carbaldehyde収率 22%HCID 337284641,2-Dimethyl-1H-imidazole-4-carbaldehyde収率 2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

According to Step 1 of Reference Example 8-47, by use of 2-methyl-1H-imidazole-5-carbaldehyde (500 mg, 4.54 mmol) dissolved in N,N-dimethylformamide (7.5 mL), potassium carbonate (1.25 g, 9.08 mmol) and methyl iodide (0.311 mL, 4.99 mmol), the mixture was stirred and reacted at room temperature for 3 hours. Then, purification by preparative thin-layer chromatography (chloroform/methanol=20/1) was performed to give 1,2-dimethyl-1H-imidazole-5-carbaldehyde (125 mg, yield: 22%) and 1,2-dimethyl-1H-imidazole-4-carbaldehyde (12.7 mg, yield: 2%).

後処理

  1. customreacted at room temperature for 3 hours
  2. customThen, purification by preparative thin-layer chromatography (chloroform/methanol=20/1)

出典と根拠

ORDレコード
ord-f29afb3de6704ce0ab09ef10703fb7f8
出典データセット
uspto-grants-2014_03
特許番号
US08673908B2

関連ノート

読み込み中…