Water → 6-Benzenesulfonylaminomethyl-1-(2-chlorobenzyl)-2-methylbenzimidazole

HRID 276062노트

반응식

HRID 276062 반응식
[C:1]1([S:7]([NH2:10])(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Na+].Cl.[Cl:14][C:15]1[CH:33]=[CH:32][CH:31]=[CH:30][C:16]=1[CH2:17][N:18]1[C:22]2[CH:23]=[C:24]([CH2:27]Cl)[CH:25]=[CH:26][C:21]=2[N:20]=[C:19]1[CH3:29].O>CN(C)C=O>[C:1]1([S:7]([NH:10][CH2:27][C:24]2[CH:25]=[CH:26][C:21]3[N:20]=[C:19]([CH3:29])[N:18]([CH2:17][C:16]4[CH:30]=[CH:31][CH:32]=[CH:33][C:15]=4[Cl:14])[C:22]=3[CH:23]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 7370BenzenesulfonamideHCID 24758Sodium hydrideHCID 226203411h-Benzimidazole,6-(chloromethyl)-1-[(2-chlorophenyl)methyl]-2-methyl-,hydrochloride

생성물 1

HCID 226203396-Benzenesulfonylaminomethyl-1-(2-chlorobenzyl)-2-methylbenzimidazole수율 29.7%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 0.667 g of benzenesulfonic acid amide in 5 ml of N,N-dimethylformamide were added 0.127 g of 60% sodium hydride at room temperature, and the mixture was stirred for 1 hour. Further, 0.648 g of 1-(2-chlorobenzyl)-6-chloromethyl-2-methylbenzimidazole hydrochloride were added thereto, and the mixture was stirred at room temperature for 18 hours. Water was added to the reaction solution to stop the reaction, and the solvent was distilled off under reduced pressure. The residue was extracted with ethyl acetate and with water. The organic layer was concentrated, and was purified through silica-gel column chromatography (eluent: ethyl acetate) to give 0.240 g of 6-benzenesulfonylaminomethyl-1-(2-chlorobenzyl)-2-methyl-benzimidazole (264).

후처리

  1. stirringthe mixture was stirred at room temperature for 18 hours
  2. customthe reaction
  3. distillationthe solvent was distilled off under reduced pressure
  4. extractionThe residue was extracted with ethyl acetate and with water
  5. concentrationThe organic layer was concentrated
  6. customwas purified through silica-gel column chromatography (eluent: ethyl acetate)

출처 및 근거

ORD 기록
ord-5456d99127f94b09ae141e8d387c13ce
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06352985B1

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