Ammonium Hydroxide → 1-[3-(Carbamoyl)butyl]-2-[(4-chlorophenoxy)methyl]-4-methylbenzimidazole

HRID 1383970ノート

反応式

HRID 1383970 の反応式
[OH-].[NH4+:2].Cl[C:4]([CH:6]([CH3:28])[CH2:7][CH2:8][N:9]1[C:13]2[CH:14]=[CH:15][CH:16]=[C:17]([CH3:18])[C:12]=2[N:11]=[C:10]1[CH2:19][O:20][C:21]1[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=1)=[O:5]>CO>[C:4]([CH:6]([CH3:28])[CH2:7][CH2:8][N:9]1[C:13]2[CH:14]=[CH:15][CH:16]=[C:17]([CH3:18])[C:12]=2[N:11]=[C:10]1[CH2:19][O:20][C:21]1[CH:22]=[CH:23][C:24]([Cl:27])=[CH:25][CH:26]=1)(=[O:5])[NH2:2]

参加物

4

反応物 2

HCID 14923Ammonium HydroxideHCID 211887451-[3-(Chlorocarbonyl)butyl]-2-[(4-chlorophenoxy)methyl]-4-methylbenzimidazole

生成物 1

HCID 211885801-[3-(Carbamoyl)butyl]-2-[(4-chlorophenoxy)methyl]-4-methylbenzimidazole収率 73%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

In an ammonium hydroxide solution (28%, 10 ml) was placed 1-[3-(chlorocarbonyl)butyl]-2-[(4-chlorophenoxy)methyl]-4-methylbenzimidazole (400 mg, 1.0 mmol). To this mixture 10 ml of methanol were added, to enhance solubility and the mixture was stirred for about 64 hours at room temperature. The reaction mixture was then concentrated under reduced pressure to produce a tan foam. The crude material was further purified by flash silica gel chromatography, eluting with a gradient solvent of 19:1 ethyl acetate:methanol to 9:1 ethyl acetate:methanol. The fractions containing the desired material were combined and concentrated in vacuo to yield 300 mg (73%) of the desired title compound as a white foam.

後処理

  1. concentrationThe reaction mixture was then concentrated under reduced pressure
  2. customto produce a tan foam
  3. customThe crude material was further purified by flash silica gel chromatography
  4. washeluting with a gradient solvent of 19:1 ethyl acetate
  5. additionThe fractions containing the desired material
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-90860ef74b6c4ef8b941c01bf9cf6dd0
出典データセット
uspto-grants-2001_07
特許番号
US06255494B1

反応ノート

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