Sodium Iodide → 6-{4-[2-(4-Chlorobenzoyl)ethyl]-1-piperazinylcarbonyl}-3,4-dihydrocarbostyril

HRID 1460674노트

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HRID 1460674 반응식
[Cl:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([CH2:8][CH2:9]Cl)=[O:7])=[CH:4][CH:3]=1.[I-].[Na+].[N:15]1([C:21]([C:23]2[CH:24]=[C:25]3[C:30](=[CH:31][CH:32]=2)[NH:29][C:28](=[O:33])[CH2:27][CH2:26]3)=[O:22])[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[Cl:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([CH2:8][CH2:9][N:18]2[CH2:19][CH2:20][N:15]([C:21]([C:23]3[CH:24]=[C:25]4[C:30](=[CH:31][CH:32]=3)[NH:29][C:28](=[O:33])[CH2:27][CH2:26]4)=[O:22])[CH2:16][CH2:17]2)=[O:7])=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 775503,4'-DichloropropiophenoneHCID 131953426-(Piperazine-1-carbonyl)-3,4-dihydroquinolin-2(1H)-one

생성물 1

HCID 140997836-{4-[2-(4-Chlorobenzoyl)ethyl]-1-piperazinylcarbonyl}-3,4-dihydrocarbostyril

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

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온도
50 °C

실험 절차

4.12 Grams of 2-(4-chlorobenzoyl)ethyl chloride and 6.08 g of sodium iodide were dispersed in 50 ml of dimethylformamide, and heated at 50° C. for 1.5 hours. Then, to this dispersion was added 50 ml of dimethylformamide solution containing 3 g of 6-(1-piperazinylcarbonyl)-3,4-dihydrocarbostyril, and further 9.8 g of potassium carbonate was added thereto and reacted by heating at 70° C. for 3 to 4 hours. After the reaction was completed, the insoluble matters were removed by filtration, and the solvent in the filtrate was removed by evaporation under reduced pressure. The residue thus obtained was extracted with chloroform, and the extract was dried with anhydrous calcium sulfate, then concentrated. The thus obtained residue was purified by means of a silica gel column chromatography (eluent: dichloromethane:methanol =50:1), then recrystallized from ethanol-diethyl ether to yield 2.29 g of 6-{4-[2-(4-chlorobenzoyl)ethyl]-1-piperazinylcarbonyl}-3,4-dihydrocarbostyril. White powdery substance. Melting point: 198° C.-200° C. (decomp.)

후처리

  1. additionwas added
  2. customreacted
  3. temperatureby heating at 70° C. for 3 to 4 hours
  4. customthe insoluble matters were removed by filtration
  5. customthe solvent in the filtrate was removed by evaporation under reduced pressure
  6. customThe residue thus obtained
  7. extractionwas extracted with chloroform
  8. dry with materialthe extract was dried with anhydrous calcium sulfate
  9. concentrationconcentrated
  10. customThe thus obtained residue was purified by means of a silica gel column chromatography (eluent: dichloromethane:methanol =50:1)
  11. customrecrystallized from ethanol-diethyl ether

출처 및 근거

ORD 기록
ord-6987b7f1b17a44e99ead8512e7e7468e
출처 데이터셋
uspto-grants-1991_12
특허 번호
US05071856

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