O-Xylene → 2-(1,8,8-Trimethyl-3-azabicyclo[3.2.1]octyl)-4,6-bis(1,1,2,2-tetramethylpropylamino)-s-triazine

HRID 443766

반응식

HRID 443766 반응식
Cl[C:2]1[N:7]=[C:6]([NH:8][C:9]([CH3:15])([CH3:14])[C:10]([CH3:13])([CH3:12])[CH3:11])[N:5]=[C:4]([NH:16][C:17]([CH3:23])([CH3:22])[C:18]([CH3:21])([CH3:20])[CH3:19])[N:3]=1.[CH3:24][C:25]12[C:32]([CH3:34])([CH3:33])[CH:29]([CH2:30][CH2:31]1)[CH2:28][NH:27][CH2:26]2.C(N(CC)C(C)C)(C)C.C1(C)C(C)=CC=CC=1>C(OCC)(=O)C.O.ClCCl>[CH3:24][C:25]12[C:32]([CH3:34])([CH3:33])[CH:29]([CH2:30][CH2:31]1)[CH2:28][NH:27][CH:26]2[C:2]1[N:7]=[C:6]([NH:8][C:9]([CH3:15])([CH3:14])[C:10]([CH3:13])([CH3:12])[CH3:11])[N:5]=[C:4]([NH:16][C:17]([CH3:23])([CH3:22])[C:18]([CH3:21])([CH3:20])[CH3:19])[N:3]=1

참가 물질

8

반응물 4

HCID 7237O-XyleneHCID 81531DiisopropylethylamineHCID 5365563-Azabicyclo[3.2.1]octane, 1,8,8-trimethyl-, (+)-HCID 155725772-Chloro-4,6-di(2,3,3-trimethyl-2-butyl)amino-s-triazine

생성물 1

HCID 705625672-(1,8,8-Trimethyl-3-azabicyclo[3.2.1]octyl)-4,6-bis(1,1,2,2-tetramethylpropylamino)-s-triazine

시약·촉매·용매 3

HCID 962Water용매HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

Seven grams (0.02 mole) of 2-chloro-4,6-bis[(1,1,2,2-tetramethylpropyl)amino]-s-triazine, 31 g. (0.2 mole) of 1,8,8-trimethyl-3-azabicyclo[3.2.1]octane, 7.1 ml. (0.04 mole) of N,N-diisopropylethylamine and xylene are refluxed under an argon atmosphere for 22 hours. After cooling, the reaction is diluted with ethyl acetate and water. The mixture is then washed with water, the organic phase dried over magnesium sulfate, filtered through diatomaceous earth and evaporated in vacuo. Addition of toluene and re-evaporation in vacuo several times gives a solid. This solid is then dissolved in dichloromethane, filtered through Magnesol® and the Magnesol® washed with dichloromethane. Evaporation of the solvent and purification by column chromatography gives 2-(1,8,8-trimethyl-3-azabicyclo[3.2.1]octyl)-4,6-bis(1,1,2,2-tetramethylpropylamino)-s-triazine.

후처리

  1. temperatureAfter cooling
  2. washThe mixture is then washed with water
  3. dry with materialthe organic phase dried over magnesium sulfate
  4. filtrationfiltered through diatomaceous earth
  5. customevaporated in vacuo
  6. additionAddition of toluene and re-evaporation in vacuo several times
  7. customgives a solid
  8. filtrationfiltered through Magnesol®
  9. washthe Magnesol® washed with dichloromethane
  10. customEvaporation of the solvent and purification by column chromatography

출처 및 근거

ORD 기록
ord-796f72c0aa804be1beb5a1237ed4953f
출처 데이터셋
uspto-grants-1981_04
특허 번호
US04261892

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