氢氧化钾 → O-(2-piperidinoethyl)-3-pyridinehydroximoyl chloride hydrochloride

HRID 580890

反应方程式

HRID 580890 反应方程式
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]([NH2:9])=N)[CH:2]=1.[ClH:10].[Cl:11][CH2:12][CH2:13][N:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1.[OH-:20].[K+]>C(O)C>[ClH:11].[N:14]1([CH2:13][CH2:12][O:20][N:9]=[C:7]([Cl:10])[C:3]2[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=2)[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1

参与物

5

反应物 3

HCID 14797氢氧化钾HCID 74826Piperidine, 1-(2-chloroethyl)-, hydrochlorideHCID 2020433-吡啶甲脒

产物 1

HCID 86754158O-(2-piperidinoethyl)-3-pyridinehydroximoyl chloride hydrochloride收率 23.5%

试剂、催化剂与溶剂 1

HCID 702乙醇溶剂

实验过程

After dissolving 6.45 g (47.0 mmoles) of 3-pyridinecarboxamidine in 120.4 ml of 0.83N potassium hydroxide solution in ethanol under stirring, 8.65 g (47.0 mmoles) of 1-(2-chloroethyl)piperidine hydrochloride are added under stirring, then the reaction mixture is boiled under reflux for 4 hours. The precipitated potassium chloride is filtered off, the filtrate is clarified by activated carbon and evaporated. The residue is dissolved in 100 ml of chloroform, and the organic solution is washed 3 times with 100 ml of 1N sodium hydroxide solution each, then with 50 ml of water. The organic phase is dried over sodium sulfate and evaporated. The residue is purified by column chromatography (adsorbent: recrystallized from ether to give 2.69 g (23.5%) of the aimed product, m. p.: 81-83° C. (from ether).

后处理

  1. stirringunder stirring
  2. temperatureunder reflux for 4 hours
  3. filtrationThe precipitated potassium chloride is filtered off
  4. customevaporated
  5. dissolutionThe residue is dissolved in 100 ml of chloroform
  6. washthe organic solution is washed 3 times with 100 ml of 1N sodium hydroxide solution each, then with 50 ml of water
  7. dry with materialThe organic phase is dried over sodium sulfate
  8. customevaporated
  9. customThe residue is purified by column chromatography (adsorbent
  10. customrecrystallized from ether

来源与证据

ORD记录
ord-2c1413ce3f0b41d98b12e6d072763aa8
来源数据集
uspto-grants-1999_07
专利号
US05919796

关联笔记

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