1-Butanesulfonamide → 6-(1-n-Butanesulfonylcarbamoyl)-1-(2,4-dichlorobenzyl)-3-methyl-2-benzimidazolone

HRID 1072934

반응식

HRID 1072934 반응식
[C:1]([C:4]1[CH:5]=[CH:6][C:7]2[N:11]([CH3:12])[C:10](=[O:13])[N:9]([CH2:14][C:15]3[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=3[Cl:22])[C:8]=2[CH:23]=1)([OH:3])=O.[CH2:24]([S:28]([NH2:31])(=[O:30])=[O:29])[CH2:25][CH2:26][CH3:27].C1CCN2C(=NCCC2)CC1>CN(C)C=O>[CH2:24]([S:28]([NH:31][C:1]([C:4]1[CH:5]=[CH:6][C:7]2[N:11]([CH3:12])[C:10](=[O:13])[N:9]([CH2:14][C:15]3[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=3[Cl:22])[C:8]=2[CH:23]=1)=[O:3])(=[O:30])=[O:29])[CH2:25][CH2:26][CH3:27]

참가 물질

5

반응물 3

HCID 184601-ButanesulfonamideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 223878516-Carboxy-1-(2,4-dichlorobenzyl)-3-methyl-2-benzimidazolone

생성물 1

HCID 223877576-(1-n-Butanesulfonylcarbamoyl)-1-(2,4-dichlorobenzyl)-3-methyl-2-benzimidazolone수율 29.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

In the same manner as in Example 1, N,N′-carbonyldiimidazole (0.290 g) was added to a mixture of 6-carboxy-1-(2,4-dichlorobenzyl)-3-methyl-2-benzimidazolone (0.314 g) and N,N-dimethylformamide (9 ml), and the mixture was stirred at room temperature for 1 hr. 1-n-Butanesulfonamide (0.246 g) and DBU (0.273 g) were added and the mixture was stirred at 100° C. for 16 hr. The solvent was evaporated and the resulting mixture was extracted with chloroform and water. The organic layer was concentrated and the residue was purified by preparative thin layer chromatography to give 6-(1-n-butanesulfonylcarbamoyl)-1-(2,4-dichlorobenzyl)-3-methyl-2-benzimidazolone (0.123 g).

후처리

  1. stirringthe mixture was stirred at 100° C. for 16 hr
  2. customThe solvent was evaporated
  3. extractionthe resulting mixture was extracted with chloroform and water
  4. concentrationThe organic layer was concentrated
  5. customthe residue was purified by preparative thin layer chromatography

출처 및 근거

ORD 기록
ord-8b93bcaac0704066b3b7b120e0d3fb05
출처 데이터셋
uspto-grants-2005_06
특허 번호
US06911469B2

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