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Norchlorcyclizine → HCID 19370338, 화합물

HRID 280850
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HRID 280850 반응식
Br[CH2:2][CH2:3][CH2:4][N:5]1C(=O)C2=CC=CC=C2C1=O.[Cl:16][C:17]1[CH:35]=[CH:34][C:20]([CH:21]([N:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[CH:19][CH:18]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[NH2:5][CH2:4][CH2:3][CH2:2][N:31]1[CH2:30][CH2:29][N:28]([CH:21]([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)[C:20]2[CH:19]=[CH:18][C:17]([Cl:16])=[CH:35][CH:34]=2)[CH2:33][CH2:32]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 9340NorchlorcyclizineHCID 11430Potassium CarbonateHCID 21611N-3-Bromopropylphthalimide

생성물 1

HCID 19370338HCID 19370338, 화합물수율 102.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
70 °C

실험 절차

A mixture of N-(3-bromopropyl)phthalimide (26.8 g), 1-(4-chlorobenzhydryl)piperazine (28.6 g) and anhydrous potassium carbonate (13.8 g) in dimethylformamide (150 ml) was stirred at 70° C. for 2.5 hours. After being cooled to ambient temperature, the reaction mixture was poured into ice-water. The crystalline precipitate was collected by filtration, dried and dissolved in ethanol (800 ml). To the solution was added hydrazine hydrate (11.0 g) and the mixture was refluxed for 20 hours. The reaction mixture was hot-filtered and stood to cool. The obtained crystal was suspended in 10% hydrochloric acid (500 ml). The suspension was filtered and the filtrate was concentrated. The resultant residue was neutralized with aqueous sodium carbonate and extracted with chloroform. The extract was washed with water, dried and evaporated in vacuo to give 1-(3-aminopropyl)-4-(4-chlorobenzhydryl)piperazine (35.0 g) as an oil.

후처리

  1. temperatureAfter being cooled to ambient temperature
  2. filtrationThe crystalline precipitate was collected by filtration
  3. customdried
  4. dissolutiondissolved in ethanol (800 ml)
  5. additionTo the solution was added hydrazine hydrate (11.0 g)
  6. temperaturethe mixture was refluxed for 20 hours
  7. filtrationThe reaction mixture was hot-filtered
  8. temperatureto cool
  9. filtrationThe suspension was filtered
  10. concentrationthe filtrate was concentrated
  11. extractionextracted with chloroform
  12. washThe extract was washed with water
  13. customdried
  14. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-55ecf7cf07e4465285851bfc40d4753b
출처 데이터셋
uspto-grants-1986_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04591590

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