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

HRID 358504노트

반응식

HRID 358504 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2d4220989cc54a40a271325f6c0db5ba
출처 데이터셋
uspto-grants-1984_08
특허 번호
US04468402

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