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

HRID 276062ノート

反応式

HRID 276062 の反応式
[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

参加物

6

反応物 4

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

生成物 1

HCID 226203396-Benzenesulfonylaminomethyl-1-(2-chlorobenzyl)-2-methylbenzimidazole収率 29.7%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-5456d99127f94b09ae141e8d387c13ce
出典データセット
uspto-grants-2002_03
特許番号
US06352985B1

反応ノート

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