Hydrochloric Acid → N-[2-(Hexahydro-1H-azepin-1-yl)ethyl]-4-phenyl-1-piperazinecarboxamide hydrochloride

HRID 1087821ノート

反応式

HRID 1087821 の反応式
[C:1](N1C=CN=C1)(N1C=CN=C1)=[O:2].[NH2:13][CH2:14][CH2:15][N:16]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1.[C:23]1([N:29]2[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]2)[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.[ClH:35]>O1CCCC1>[ClH:35].[N:16]1([CH2:15][CH2:14][NH:13][C:1]([N:32]2[CH2:33][CH2:34][N:29]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH2:30][CH2:31]2)=[O:2])[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1

参加物

6

反応物 4

HCID 313Hydrochloric Acid2 回HCID 70961-PhenylpiperazineHCID 40002Hexahydro-1H-azepine-1-ethanamineHCID 682631,1'-Carbonyldiimidazole

生成物 1

HCID 22163783N-[2-(Hexahydro-1H-azepin-1-yl)ethyl]-4-phenyl-1-piperazinecarboxamide hydrochloride収率 53%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒3 回

実験手順

To a solution of 5.0 g (0.03 mole) of 1,1'-carbonyldiimidazole in 75 ml of tetrahydrofuran (THF) was added a solution of 4.0 g (0.028 mole) of N-(2-aminoethyl)homopiperidine in 75 ml of THF, and the reaction mixture was stirred at ambient temperature for 1.5 hr. A solution of 5.0 g (0.03 mole) of 1-phenylpiperazine in 50 ml of THF was added, and the reaction mixture was heated at reflux for 20 hr. The solution was concentrated under reduced pressure, and the residue was dissolved in 150 ml of benzene. The solution was washed thrice with 50 ml portions of water and once with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give an oil, which was converted to the hydrochloride with ethereal hydrogen chloride. The collected solid was recrystallized from 2-propanol to yield 6.7 g (53%) of title compound as a white solid, m.p. 190°-193° C.

後処理

  1. temperaturethe reaction mixture was heated
  2. temperatureat reflux for 20 hr
  3. concentrationThe solution was concentrated under reduced pressure
  4. dissolutionthe residue was dissolved in 150 ml of benzene
  5. washThe solution was washed thrice with 50 ml portions of water
  6. dry with materialonce with brine, dried over anhydrous sodium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customto give an oil, which
  9. customThe collected solid was recrystallized from 2-propanol

出典と根拠

ORDレコード
ord-eaebc368edf44efda0dd3b466f1baedd
出典データセット
uspto-grants-1990_10
特許番号
US04960776

反応ノート

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