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

HRID 1252089노트

반응식

HRID 1252089 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매2회

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온도
130 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-414dffcba7aa4625b3bf17638dfc80c6
출처 데이터셋
uspto-grants-1988_05
특허 번호
US04742062

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