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Water → HCID 20186508, 화합물

HRID 2309026
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HRID 2309026 반응식
[ClH:1].Cl.[Cl:3][C:4]1[CH:20]=[CH:19][C:7]([CH2:8][N:9]2[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][SH:18])[CH2:11][CH2:10]2)=[CH:6][CH:5]=1.[OH-].[Na+].O.[Cl:24][CH2:25][CH2:26][N:27]1[CH2:32][CH2:31][N:30]([CH2:33][C:34]2[CH:39]=[CH:38][C:37]([Cl:40])=[CH:36][CH:35]=2)[CH2:29][CH2:28]1>C(O)C>[ClH:3].[ClH:24].[ClH:1].[ClH:3].[Cl:40][C:37]1[CH:38]=[CH:39][C:34]([CH2:33][N:30]2[CH2:31][CH2:32][N:27]([CH2:26][CH2:25][S:18][CH2:17][CH2:16][CH2:15][N:12]3[CH2:11][CH2:10][N:9]([CH2:8][C:7]4[CH:19]=[CH:20][C:4]([Cl:3])=[CH:5][CH:6]=4)[CH2:14][CH2:13]3)[CH2:28][CH2:29]2)=[CH:35][CH:36]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 12362126HCID 12362126, 화합물HCID 137311183-[4-(4-Chlorobenzyl)piperazin-1-yl]propanethiol dihydrochloride

생성물 1

HCID 20186508HCID 20186508, 화합물수율 96.5%

시약·촉매·용매 1

HCID 702Ethanol
용매
2회

실험 절차

A mixture of 3-[4-(4-chlorobenzyl)piperazine-1-yl]propanethiol dihydrochloride (2 g), sodium hydroxide (0.3 g), water (10 ml), and ethanol (100 ml) is refluxed for 15 minutes, and then a solution of 1-(2-chloroethyl)-4-(4-chlorobenzyl)piperazine (1.9 g) in ethanol (20 ml) is added. The resulting mixture is refluxed for 2 hours and the ethanol is removed in vacuo. Water is added to the residue and the product is extracted with methylene chloride, dried (magnesium sulfate), and concentrated. The resulting oil is purified on a silica gel column (methylene chloride: methanol, 9:1), and then dissolved in ether. The product is precipitated with ethereal hydrochloric acid and recrystallized from aqueous ethanol to provide 1.2 g of {2-[4-(4-chlorobenzyl)piperazin-1-yl)ethyl}{3-[4-(4-chlorobenzyl)piperazin-1-yl]propyl}sulfide tetrahydrochloride as colorless crystals, m.p. 292°-295° C.

후처리

  1. temperatureis refluxed for 15 minutes
  2. temperatureThe resulting mixture is refluxed for 2 hours
  3. customthe ethanol is removed in vacuo
  4. additionWater is added to the residue
  5. extractionthe product is extracted with methylene chloride
  6. dry with materialdried (magnesium sulfate)
  7. concentrationconcentrated
  8. customThe resulting oil is purified on a silica gel column (methylene chloride: methanol, 9:1)
  9. dissolutiondissolved in ether
  10. customThe product is precipitated with ethereal hydrochloric acid
  11. customrecrystallized from aqueous ethanol

출처 및 근거

ORD 기록
ord-82ae0bb0ac5549b18556205a9a7e9949
출처 데이터셋
uspto-grants-1987_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04692448

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