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

HRID 1283540
ノート
印刷プレビュー

反応式

HRID 1283540 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 241Benzene溶媒2 回HCID 962Water溶媒

実験手順

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°.

後処理

  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°)

出典と根拠

ORDレコード
ord-7ce52a3ed0c24610ac21d4ddb4fae2a6
出典データセット
uspto-grants-1976_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US03975443

反応ノート

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