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Benzoyl chloride, 3,4-dichloro- → 3,4-dichloro-N-[[1-(4-methylpiperazin-1-yl)cyclohexyl]methyl]benzamide

HRID 1283540
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HRID 1283540 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[Cl:11])[C:5](Cl)=[O:6].[NH2:12][CH2:13][C:14]1([N:20]2[CH2:25][CH2:24][N:23]([CH3:26])[CH2:22][CH2:21]2)[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1>C1C=CC=CC=1.O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[Cl:11])[C:5]([NH:12][CH2:13][C:14]1([N:20]2[CH2:21][CH2:22][N:23]([CH3:26])[CH2:24][CH2:25]2)[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1)=[O:6]
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참가 물질

5

반응물 2

HCID 76403Benzoyl chloride, 3,4-dichloro-HCID 70181321-[1-(4-Methylpiperazin-1-YL)cyclohexyl]methanamine

생성물 1

HCID 542690043,4-dichloro-N-[[1-(4-methylpiperazin-1-yl)cyclohexyl]methyl]benzamide수율 49.3%

시약·촉매·용매 2

HCID 241Benzene용매2회HCID 962Water용매

실험 절차

A solution of 3,4-Dichlorobenzoylchloride (1.05 g.,) in benzene (10 ml) was added dropwise over 40 mins. to a stirred solution of 1-[1-(Aminomethyl)cyclohexyl]-4-methyl piperazine (1.06 g.,) in benzene (15 ml). The mixture was heated under reflux for 1 hr. on a steambath and the solution was evaporated. The solid residue was dissolved in ethanol, acidified with ethereal HCl and evaporated to give a white solid. This solid was suspended in water, made alkaline with 5NNaOH and extracted with chloroform (x2). The combined chloroform extracts were dried (anhyd.Na2SO4) and evaporated. The solid residue was dissolved in hot petroleum ether (80°-100°) decolourised with charcoal and crystallised from petroleum ether (80°-100°) to give 1-[1-(3,4 Dichlorobenzamido methyl) cyclohexyl]-4-methyl piperazine (0.95 g; 49%) m.p. 143° -146°.

후처리

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 1 hr
  3. customon a steambath and the solution was evaporated
  4. dissolutionThe solid residue was dissolved in ethanol
  5. customevaporated
  6. customto give a white solid
  7. extractionextracted with chloroform (x2)
  8. dry with materialThe combined chloroform extracts were dried (anhyd.Na2SO4)
  9. customevaporated
  10. dissolutionThe solid residue was dissolved in hot petroleum ether (80°-100°)
  11. customcrystallised from petroleum ether (80°-100°)

출처 및 근거

ORD 기록
ord-7ce52a3ed0c24610ac21d4ddb4fae2a6
출처 데이터셋
uspto-grants-1976_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US03975443

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