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Benzoyl chloride → HCID 14909614, 화합물

HRID 1157322
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HRID 1157322 반응식
[C:1]1([C:7]2[C:8]([N:14]3[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]3)=[CH:9][C:10](=[O:13])[NH:11][N:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)([O-])[O-].[K+].[K+].[C:26](Cl)(=[O:33])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>CN(C=O)C>[C:26]([N:17]1[CH2:18][CH2:19][N:14]([C:8]2[C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)=[N:12][NH:11][C:10](=[O:13])[CH:9]=2)[CH2:15][CH2:16]1)(=[O:33])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7412Benzoyl chlorideHCID 11430Potassium CarbonateHCID 27679166-Phenyl-5-(piperazin-1-yl)pyridazin-3(2H)-one

생성물 1

HCID 14909614HCID 14909614, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A 100 ml three necked round bottom flask was charged with 6-phenyl-5-(piperazin-1-yl)pyridazin-3(2H)-one (2.0 g), dry potassium carbonate (2.1 g) and dry DMF (150 ml) under nitrogen atmosphere. The reaction mixture was stirred at room temperature and benzoylchloride (1.5 g) was added into the reaction mixture very slowly. The reaction mixture was heated 120° C. for 4 hrs. The progress of reaction was monitored by TLC. After consumption of starting material reaction mixture was cooled to 0° C., ice-cold water (20.0 ml) was added to reaction mixture and the organic compound was extracted into ethylacetate (4×20 ml). Combined organic layers were dried (Na2SO4) and concentrated. The crude material was purified by column chromatography using MeOH/CHCl3 (1:9) as eluent to afford 5-(4-benzoylpiperazin-1-yl)-6-phenylpyridazin-3 (2H)-one.

후처리

  1. temperatureThe reaction mixture was heated 120° C. for 4 hrs
  2. customThe progress of reaction
  3. customAfter consumption of starting material reaction mixture
  4. temperaturewas cooled to 0° C.
  5. additionice-cold water (20.0 ml) was added to reaction mixture
  6. extractionthe organic compound was extracted into ethylacetate (4×20 ml)
  7. dry with materialCombined organic layers were dried (Na2SO4)
  8. concentrationconcentrated
  9. customThe crude material was purified by column chromatography

출처 및 근거

ORD 기록
ord-622c4b31c51e4e709667acf3c7288287
출처 데이터셋
uspto-grants-2010_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07807671B2

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