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Triethylamine → 1-{3-[4-(3-Trifluoromethyl-4-chlorobenzyl)piperazin-1-yl]propyl}-3-n-hexylurea dihydrochloride

HRID 1380200
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HRID 1380200 반응식
[N:1]1([CH2:7][CH2:8][CH2:9][NH:10][C:11]([NH:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])=[O:12])[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[F:20][C:21]([F:32])([F:31])[C:22]1[CH:23]=[C:24]([CH:27]=[CH:28][C:29]=1[Cl:30])[CH2:25][Cl:26].C(N(CC)CC)C>C(O)C>[ClH:26].[ClH:26].[F:31][C:21]([F:20])([F:32])[C:22]1[CH:23]=[C:24]([CH:27]=[CH:28][C:29]=1[Cl:30])[CH2:25][N:4]1[CH2:3][CH2:2][N:1]([CH2:7][CH2:8][CH2:9][NH:10][C:11]([NH:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])=[O:12])[CH2:6][CH2:5]1
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반응물 3

HCID 8471TriethylamineHCID 130942621-Chloro-4-(chloromethyl)-2-(trifluoromethyl)benzeneHCID 571432471-(3-Piperazinylpropyl)-3-n-hexylurea

생성물 1

HCID 136067271-{3-[4-(3-Trifluoromethyl-4-chlorobenzyl)piperazin-1-yl]propyl}-3-n-hexylurea dihydrochloride수율 115.7%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 1-(3-piperazinylpropyl)-3-n-hexylurea (2.7 g; 10 mmole), 3-trifluoromethyl-4-chlorobenzyl chloride (2.29 g; 10 mmole), triethylamine (1.01 g; 10 mmole) and ethanol (30 ml) was refluxed for 3 hours. The solvent was evaporated in vacuo, and water was added to the residue. The product was extracted with ether, and the extract was dried (sodium sulfate) and concentrated. Precipitation of the oily residue with ethereal hydrochloric acid, followed by recrystallization from alcohol, provided the title compound (3.1 g; 58% yield) as colorless crystals, m.p. 216°-219° C.

후처리

  1. temperaturewas refluxed for 3 hours
  2. customThe solvent was evaporated in vacuo, and water
  3. additionwas added to the residue
  4. extractionThe product was extracted with ether
  5. dry with materialthe extract was dried (sodium sulfate)
  6. concentrationconcentrated
  7. customPrecipitation of the oily residue with ethereal hydrochloric acid
  8. customfollowed by recrystallization from alcohol

출처 및 근거

ORD 기록
ord-56a0a072e0ef45ae8de7ebd0a2ffb280
출처 데이터셋
uspto-grants-1986_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04579947

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