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Water → 6-[3-(1,3-Dimethyl-3-cyclohexylureido)propoxy]carbostyril

HRID 1856767
ノート
印刷プレビュー

反応式

HRID 1856767 の反応式
[CH3:1][NH:2][CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[NH:13][C:12](=[O:17])[CH:11]=[CH:10]2.[CH3:18][N:19]([CH:23]1[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1)[C:20](Cl)=[O:21].C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[CH3:1][N:2]([CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[NH:13][C:12](=[O:17])[CH:11]=[CH:10]2)[C:20]([N:19]([CH3:18])[CH:23]1[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1)=[O:21]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 130557376-(3-Methylaminopropoxy)carbostyrilHCID 15209947N-cyclohexyl-N-methylcarbamoyl chloride

生成物 1

HCID 221326006-[3-(1,3-Dimethyl-3-cyclohexylureido)propoxy]carbostyril収率 47.9%

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

実験手順

6-(3-Methylaminopropoxy)carbostyril (3 g) is dissolved in dimethylformamide (150 ml), and thereto are added N-methyl-N-cyclohexylaminocarbonyl chloride (2.3 g) and potassium carbonate (2 g). The mixture is stirred at room temperature overnight, and further heated with stirring at 80° C. for 2 hours. The reaction solution is poured into water, and extracted with ethyl acetate. The extract is concentrated under reduced pressure to remove the solvent, and the residue is purified by silica gel column chromatography (solvent; methylene chloride:methanol=30:1), and recrystallized from ethyl acetate to give 6-[3-(1,3-dimethyl-3-cyclohexylureido)propoxy]carbostyril (2.3 g) as a white powder.

後処理

  1. temperaturefurther heated
  2. stirringwith stirring at 80° C. for 2 hours
  3. extractionextracted with ethyl acetate
  4. concentrationThe extract is concentrated under reduced pressure
  5. customto remove the solvent
  6. customthe residue is purified by silica gel column chromatography (solvent; methylene chloride:methanol=30:1)
  7. customrecrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-538431f7e53e4cb299e9d71d87f0aff1
出典データセット
uspto-grants-2000_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06143763

反応ノート

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