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Triethylamine → 8-Chloro-1-(2,4-dichloro-6-methylphenyl)-2,3-dihydro imidazo[1,2-a]benzimidazole-5-carbaldehyde

HRID 1628948
ノート
印刷プレビュー

反応式

HRID 1628948 の反応式
[Cl:1][C:2]1[C:10]2[N:9]=[C:8]3[N:11]([C:14]4[C:19]([CH3:20])=[CH:18][C:17]([Cl:21])=[CH:16][C:15]=4[Cl:22])[CH2:12][CH2:13][N:7]3[C:6]=2[C:5]([CH2:23][OH:24])=[CH:4][CH:3]=1.C(N(CC)CC)C.C(=O)([O-])O.[Na+]>CS(C)=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:23]=[O:24])=[C:6]2[C:10]=1[N:9]=[C:8]1[N:11]([C:14]3[C:19]([CH3:20])=[CH:18][C:17]([Cl:21])=[CH:16][C:15]=3[Cl:22])[CH2:12][CH2:13][N:7]21
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 8471TriethylamineHCID 516892Sodium BicarbonateHCID 57785983[8-chloro-1-(2,4-dichloro-6-methylphenyl)-2,3-dihydro-1H-imidazo[1,2-a]benzimidazol-5-yl]methanol

生成物 1

HCID 577862078-Chloro-1-(2,4-dichloro-6-methylphenyl)-2,3-dihydro imidazo[1,2-a]benzimidazole-5-carbaldehyde収率 87%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide
溶媒

実験手順

To a solution of [8-chloro-1-(2,4-dichloro-6-methylphenyl)-2,3-dihydro-1H-imidazo[1,2-a]benzimidazol-5-yl]methanol (163 mg, 0.426 mmol) and triethylamine (0.48 mL, 3.44 mmol) in dimethylsulfoxide (5.0 mL) was added sulfur trioxide-pyridine complex (0.44 g, 2.76 mmol) at room temperature. The mixture was stirred at room temperature for 24 hr. Aqueous sodium hydrogen carbonate was added dropwise to the reaction mixture at room temperature. The precipitated solid was collected by filtration. The solid was washed with water, 2-propanol and diisopropyl ether to give the title compound (140.8 mg, 0.37 mmol, 87%) as a pale yellow solid.

後処理

  1. filtrationThe precipitated solid was collected by filtration
  2. washThe solid was washed with water, 2-propanol and diisopropyl ether

出典と根拠

ORDレコード
ord-beb6e5b0256743e6b7f420400c6cbff5
出典データセット
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08785460B2

反応ノート

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