Ethanol → 6-[4-(3,4-Dimethoxybenzoyl)-1-piperazinylcarbony]-3,4-dihydrocarbostyril

HRID 358504ノート

反応式

HRID 358504 の反応式
C(O)C.[CH3:4][O:5][C:6]1[CH:7]=[C:8]([CH:14]=[CH:15][C:16]=1[O:17][CH3:18])[C:9]([O:11]CC)=O.CC[O-].[Na+].[N:23]1([C:29]([C:31]2[CH:32]=[C:33]3[C:38](=[CH:39][CH:40]=2)[NH:37][C:36](=[O:41])[CH2:35][CH2:34]3)=[O:30])[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1>C(Cl)(Cl)Cl>[CH3:4][O:5][C:6]1[CH:7]=[C:8]([CH:14]=[CH:15][C:16]=1[O:17][CH3:18])[C:9]([N:26]1[CH2:27][CH2:28][N:23]([C:29]([C:31]2[CH:32]=[C:33]3[C:38](=[CH:39][CH:40]=2)[NH:37][C:36](=[O:41])[CH2:35][CH2:34]3)=[O:30])[CH2:24][CH2:25]1)=[O:11]

参加物

6

反応物 4

HCID 702EthanolHCID 77546Benzoic acid, 3,4-dimethoxy-, ethyl esterHCID 2723922Sodium ethoxideHCID 131953426-(Piperazine-1-carbonyl)-3,4-dihydroquinolin-2(1H)-one

生成物 1

HCID 131953576-[4-(3,4-Dimethoxybenzoyl)-1-piperazinylcarbony]-3,4-dihydrocarbostyril収率 6.5%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

To 100 ml of ethanol was added 1.9 g of ethyl 3,4-dimethoxybenzoate, 0.5 g sodium ethylate and 2.4 g of 6-(1-piperazinylcarbonyl)-3,4-dihydrocarbostyril, the mixture was reacted in an autoclave under 110 atmospheric pressure at 140°-150° C. for 6 hours. After the reaction was completed, the reaction mixture was cooled and concentrated under a reduced pressure. The residue thus obtained was dissolved in 200 ml of chloroform and the chloroform solution was washed with 1%-potassium carbonate aqueous solution, a dilute hydrochloric acid and water in this order, then dried with anhydrous sodium sulfate. The solvent was removed by distillation and the residue was treated by means of a silica gel column chromatography (Silica gel: Wako C-200, eluent:chloroform:methanol (volume/volume)=20:1) and the crude crystals was recrystallized from ethanol-chloroform to obtain 250 mg of 6-[4-(3,4-dimethoxybenzoyl)-1-piperazinylcarbonyl]-3,4-dihydrocarbostyril. Colorless granular crystals. Melting point: 238°-239.5° C.

後処理

  1. customthe mixture was reacted in an autoclave under 110 atmospheric pressure at 140°-150° C. for 6 hours
  2. temperaturethe reaction mixture was cooled
  3. concentrationconcentrated under a reduced pressure
  4. customThe residue thus obtained
  5. washthe chloroform solution was washed with 1%-potassium carbonate aqueous solution
  6. dry with materiala dilute hydrochloric acid and water in this order, then dried with anhydrous sodium sulfate
  7. customThe solvent was removed by distillation
  8. additionthe residue was treated by means of a silica gel column chromatography (Silica gel: Wako C-200, eluent:chloroform:methanol (volume/volume)=20:1)
  9. customthe crude crystals was recrystallized from ethanol-chloroform

出典と根拠

ORDレコード
ord-2d4220989cc54a40a271325f6c0db5ba
出典データセット
uspto-grants-1984_08
特許番号
US04468402

反応ノート

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