4-Chloro-2-methoxy-6-methylaniline → 7-Bromo-N-(4-chloro-2-methoxy-6-methylphenyl)-1-methyl-1H-benzimidazol-2-amine

HRID 1698542ノート

反応式

HRID 1698542 の反応式
[Br:1][C:2]1[C:7]2[N:8]([CH3:12])[C:9](=O)[NH:10][C:6]=2[CH:5]=[CH:4][CH:3]=1.[Cl:13][C:14]1[CH:20]=[C:19]([CH3:21])[C:17]([NH2:18])=[C:16]([O:22][CH3:23])[CH:15]=1>CN1CCCC1=O.ClCCl>[Br:1][C:2]1[C:7]2[N:8]([CH3:12])[C:9]([NH:18][C:17]3[C:19]([CH3:21])=[CH:20][C:14]([Cl:13])=[CH:15][C:16]=3[O:22][CH3:23])=[N:10][C:6]=2[CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 2

HCID 591919724-Chloro-2-methoxy-6-methylanilineHCID 596354707-bromo-1-methyl-1,3-dihydro-2H-benzimidazol-2-one

生成物 1

HCID 672728817-Bromo-N-(4-chloro-2-methoxy-6-methylphenyl)-1-methyl-1H-benzimidazol-2-amine収率 85%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
110 °C

実験手順

To a mixture of 7-bromo-1-methyl-1,3-dihydro-2H-benzimidazol-2-one 2.32 g (9.69 mmol) and 4-chloro-2-methoxy-6-methylaniline 4.98 g (29.1 mmol) in 0.5 mL of N-methyl-2-pyrrolidone was heated at 110° C. for 2 days. The reaction was cooled to room temperature and diluted with dichloromethane. The mixture was washed with sodium bicarbonate and water, dried over magnesium sulfate, filtered, and concentrated in vacuo. The residue was triturated with ethyl acetate/hexane (1:1) to give 3.13 g (8.23 mmol, 85%) of the title compound.

後処理

  1. temperatureThe reaction was cooled to room temperature
  2. washThe mixture was washed with sodium bicarbonate and water
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe residue was triturated with ethyl acetate/hexane (1:1)

出典と根拠

ORDレコード
ord-36d63c97986b4ce3bc5c281d2e673b11
出典データセット
uspto-grants-2012_04
特許番号
US08163935B2

反応ノート

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