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

HRID 1383969노트

반응식

HRID 1383969 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 6228Dimethylformamide촉매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c5394ad2ab1e4f4abdaef35d4e0e5528
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06255494B1

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