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

HRID 1072934

反応式

HRID 1072934 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-8b93bcaac0704066b3b7b120e0d3fb05
出典データセット
uspto-grants-2005_06
特許番号
US06911469B2

関連ノート

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