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

反応式

HRID 443766 の反応式
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

参加物

8

反応物 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

生成物 1

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

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-796f72c0aa804be1beb5a1237ed4953f
出典データセット
uspto-grants-1981_04
特許番号
US04261892

関連ノート

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