Potassium Hydroxide → O-(2-piperidinoethyl)-3-pyridinehydroximoyl chloride hydrochloride

HRID 580890

반응식

HRID 580890 반응식
[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

참가 물질

5

반응물 3

HCID 14797Potassium HydroxideHCID 74826Piperidine, 1-(2-chloroethyl)-, hydrochlorideHCID 2020433-Pyridinecarboxamidine

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-2c1413ce3f0b41d98b12e6d072763aa8
출처 데이터셋
uspto-grants-1999_07
특허 번호
US05919796

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