Oxalyl chloride → 1-[3-(Chlorocarbonyl)butyl]-2-[(4-chlorophenoxy)methyl]-4-methylbenzimidazole

HRID 1383969ノート

反応式

HRID 1383969 の反応式
[C:1]([CH:4]([CH3:26])[CH2:5][CH2:6][N:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[C:15]([CH3:16])[C:10]=2[N:9]=[C:8]1[CH2:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=1)(O)=[O:2].C(Cl)(=O)C([Cl:30])=O>C(Cl)Cl.CN(C)C=O>[Cl:30][C:1]([CH:4]([CH3:26])[CH2:5][CH2:6][N:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[C:15]([CH3:16])[C:10]=2[N:9]=[C:8]1[CH2:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=1)=[O:2]

参加物

5

反応物 2

HCID 65578Oxalyl chlorideHCID 211885121-(3-Carboxybutyl)-2-[(4-chlorophenoxy)methyl]-4-methylbenzimidazole

生成物 1

HCID 211887451-[3-(Chlorocarbonyl)butyl]-2-[(4-chlorophenoxy)methyl]-4-methylbenzimidazole収率 91%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide触媒HCID 6344Dichloromethane溶媒

実験手順

Under a nitrogen atmosphere at room temperature 1-[3-(carboxy)butyl]-2-[(4-chlorophenoxy)methyl]-4-methylbenzimidazole (1.2 g, 3.2 mmol) was added in one portion to oxalyl chloride (5 ml) in methylene chloride (150 ml). After the material solubilized, one drop of N,N-dimethylformamide was added to initiate the reaction. Bubbling of the solution began and was visible for approximately fifteen minutes. The reaction mixture was stirred at room temperature for two hours. The reaction mixture was then concentrated under reduced pressure, reuslting in the formation of a white solid. The solid was triturated in 100 ml of hexanes, filtered and dried in a vacuum oven at 50° C. for one hours to yield the title product (1.3 g, 91%) as a white solid.

後処理

  1. customthe reaction
  2. customBubbling of the solution
  3. waitwas visible for approximately fifteen minutes
  4. concentrationThe reaction mixture was then concentrated under reduced pressure
  5. customThe solid was triturated in 100 ml of hexanes
  6. filtrationfiltered
  7. customdried in a vacuum oven at 50° C. for one hours

出典と根拠

ORDレコード
ord-c5394ad2ab1e4f4abdaef35d4e0e5528
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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