Acetone → 3,3'-(6-Chloro-s-triazine-2,4-diyl)bis-3-azabicyclo[3.2.2]nonane

HRID 443759

반응식

HRID 443759 반응식
[N:1]1[C:8](Cl)=[N:7][C:5](Cl)=[N:4][C:2]=1[Cl:3].[CH3:10][C:11]([CH3:13])=O.[CH:14]12[CH2:22][CH2:21][CH:18]([CH2:19][CH2:20]1)[CH2:17][NH:16][CH2:15]2.[OH-].[Na+]>O>[Cl:3][C:2]1[N:1]=[C:8]([N:16]2[CH2:15][CH:14]3[CH2:22][CH2:13][CH:11]([CH2:19][CH2:20]3)[CH2:10]2)[N:7]=[C:5]([N:16]2[CH2:17][CH:18]3[CH2:21][CH2:22][CH:14]([CH2:20][CH2:19]3)[CH2:15]2)[N:4]=1

참가 물질

6

반응물 4

HCID 180AcetoneHCID 7954Cyanuric chlorideHCID 92403-Azabicyclo[3.2.2]nonaneHCID 14798Sodium Hydroxide

생성물 1

HCID 155725783,3'-(6-Chloro-s-triazine-2,4-diyl)bis-3-azabicyclo[3.2.2]nonane

시약·촉매·용매 1

HCID 962Water용매3회

실험 절차

Eighty grams (0.43 mole) of cyanuric chloride is dissolved in 800 ml. of acetone, cooled to less than 10° C. and then one liter of water is added followed by 120 g. (0.96 mole) of 3-azabicyclo[3.2.2]nonane. After 2 hours the reaction is allowed to warm to room temperature and after a further 2 hours 35 g. (0.87 mole) of NaOH in 200 ml. of water is added over 2 hours. The reaction is then stirred for one hour and is then heated to reflux for a further one hour. Dilution with 2 l. of water gives a white precipitate which is filtered off and washed with water. The precipitate is then dissolved in one liter of chloroform and the aqueous solution separated. The aqueous solution is extracted with chloroform, the combined chloroform extracts washed with water, dried over magnesium sulfate and filtered through Magnesol®. The Magnesol® is then washed with one liter of chloroform, the solvent removed in vacuo, and the residue recrystallized from dichloromethane-hexanes giving 120 g. of colorless prisms, m.p. 195°-200° C.

후처리

  1. temperatureis then heated
  2. temperatureto reflux for a further one hour
  3. filtrationis filtered off
  4. washwashed with water
  5. dissolutionThe precipitate is then dissolved in one liter of chloroform
  6. customthe aqueous solution separated
  7. extractionThe aqueous solution is extracted with chloroform
  8. washthe combined chloroform extracts washed with water
  9. dry with materialdried over magnesium sulfate
  10. filtrationfiltered through Magnesol®
  11. washThe Magnesol® is then washed with one liter of chloroform
  12. customthe solvent removed in vacuo
  13. customthe residue recrystallized from dichloromethane-hexanes giving 120 g

출처 및 근거

ORD 기록
ord-78e0278c86824d5d918b87d5a7960b4d
출처 데이터셋
uspto-grants-1981_04
특허 번호
US04261892

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