Dimethyl Sulfoxide → 6-[4-(4-Bromobenzoyl)-1-piperazinyl]-3,4-dihydrocarbostyril

HRID 1649213

반응식

HRID 1649213 반응식
[N:1]1([C:7]2[CH:8]=[C:9]3[C:14](=[CH:15][CH:16]=2)[NH:13][C:12](=[O:17])[CH2:11][CH2:10]3)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.C(=O)([O-])O.[Na+].CS(C)=O.[Br:27][C:28]1[CH:36]=[CH:35][C:31]([C:32](Cl)=[O:33])=[CH:30][CH:29]=1>O>[Br:27][C:28]1[CH:36]=[CH:35][C:31]([C:32]([N:4]2[CH2:5][CH2:6][N:1]([C:7]3[CH:8]=[C:9]4[C:14](=[CH:15][CH:16]=3)[NH:13][C:12](=[O:17])[CH2:11][CH2:10]4)[CH2:2][CH2:3]2)=[O:33])=[CH:30][CH:29]=1

참가 물질

6

반응물 4

HCID 679Dimethyl Sulfoxide2회HCID 685154-Bromobenzoyl chlorideHCID 516892Sodium BicarbonateHCID 111178966-(piperazin-1-yl)-3,4-dihydroquinolin-2(1H)-one

생성물 1

HCID 132363166-[4-(4-Bromobenzoyl)-1-piperazinyl]-3,4-dihydrocarbostyril수율 17.2%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

6-(1-Piperazinyl)-3,4-dihydrocarbostyril (2.6 g) and 1 g of sodium hydrogencarbonate was added to 50 ml of dimethyl sulfoxide and the mixture was stirred with ice cooling while slowly adding dropwise 20 ml of dimethyl sulfoxide solution containing 3.2 g of 4-bromobenzoyl chloride. After completion of addition the reaction mixture was stirred at room temperature for 60 minutes. The reaction mixture was poured into a large amount of water and extracted with chloroform. The extract was washed with saturated sodium hydrogencarbonate solution and subsequently with water and dried over anhydrous sodium sulfate. Chloroform was distilled off and residual crystals were recrystallized from methanol-chloroform to give 0.8 g of 6-[4-(4-bromobenzoyl)-1-piperazinyl]-3,4-dihydrocarbostyril, m.p. 233°-234.5° C., colorless granules.

후처리

  1. additionAfter completion of addition the reaction mixture
  2. stirringwas stirred at room temperature for 60 minutes
  3. extractionextracted with chloroform
  4. washThe extract was washed with saturated sodium hydrogencarbonate solution and subsequently with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationChloroform was distilled off
  7. customresidual crystals were recrystallized from methanol-chloroform

출처 및 근거

ORD 기록
ord-8b74e0fe28e6457bb77fe4ce5b6178c6
출처 데이터셋
uspto-grants-1983_11
특허 번호
US04415572

연결된 노트

불러오는 중…