Formic Acid → 1-(4-Chlorobenzyl)-4-(2,4-dichlorocinnamyl)piperazine dihydrochloride

HRID 1252089ノート

反応式

HRID 1252089 の反応式
[Cl:1][C:2]1[CH:14]=[CH:13][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)=[CH:4][CH:3]=1.[Cl:15][C:16]1[CH:25]=[C:24]([Cl:26])[CH:23]=[CH:22][C:17]=1[CH:18]=[CH:19][CH:20]=O.C(O)=O.Cl>C(O)C>[ClH:1].[ClH:15].[Cl:1][C:2]1[CH:14]=[CH:13][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][N:10]([CH2:20][CH:19]=[CH:18][C:17]3[CH:22]=[CH:23][C:24]([Cl:26])=[CH:25][C:16]=3[Cl:15])[CH2:9][CH2:8]2)=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 284Formic AcidHCID 313Hydrochloric AcidHCID 1348264-ChlorobenzylpiperazineHCID 41930113-(2,4-Dichlorophenyl)prop-2-enal

生成物 1

HCID 30653721-(4-Chlorobenzyl)-4-(2,4-dichlorocinnamyl)piperazine dihydrochloride収率 81.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

反応条件

温度
130 °C

実験手順

N-(4-Chlorobenzyl)piperazine (4.2 g, 19.93 mmole) (which is prepared by the process as disclosed in Yoshiaki Ikeda et al., Yakugaku Zasshi, Vol. 89, 669-676, 1969) and 2,4-dichlorocinnamaldehyde (4.1 g, 20.39 mmole) (which is prepared by the process as disclosed in U.S. Pat. No. 3,094,561) are mixed and heated on an oil bath at 130° C. to melt them, and thereto is added dropwise formic acid (2.0 ml, 52.6 mmole), and the mixture is stirred under heating for 30 minutes. The reaction mixture is allowed to cool and is dissolved in ethanol (30 ml), and to the solution is added an ethanol solution (90 ml) of conc. hydrochloric acid (4.5 ml). The precipitated crystals are separated by filtration. The crystals are recrystallized from water-ethanol to give the title compound (3.8 g). The product shows the same physical properties as those of the compound prepared in Example 1-(1).

後処理

  1. customis prepared by the process
  2. addition3,094,561) are mixed
  3. temperatureunder heating for 30 minutes
  4. temperatureto cool
  5. customThe precipitated crystals are separated by filtration
  6. customThe crystals are recrystallized from water-ethanol

出典と根拠

ORDレコード
ord-414dffcba7aa4625b3bf17638dfc80c6
出典データセット
uspto-grants-1988_05
特許番号
US04742062

反応ノート

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