Cyanuric chloride → 2,4,6-tris(butylamino)-1,3,5-triazine

HRID 365711ノート

反応式

HRID 365711 の反応式
N1C(Cl)=NC(Cl)=NC=1Cl.[CH2:10]([NH2:14])[CH2:11][CH2:12][CH3:13].C(=O)([O-])O.[K+].[CH2:20]([NH:24][C:25]1[N:30]=[C:29]([NH:31][CH2:32][CH2:33][CH2:34][CH3:35])[N:28]=[C:27](Cl)[N:26]=1)[CH2:21][CH2:22][CH3:23]>C(#N)C.O.C1(C)C=CC=CC=1>[CH2:10]([NH:14][C:27]1[N:28]=[C:29]([NH:31][CH2:32][CH2:33][CH2:34][CH3:35])[N:30]=[C:25]([NH:24][CH2:20][CH2:21][CH2:22][CH3:23])[N:26]=1)[CH2:11][CH2:12][CH3:13]

参加物

8

反応物 4

HCID 7954Cyanuric chlorideHCID 8007Butylamine2 回HCID 516893Potassium BicarbonateHCID 14045984N~2~,N~4~-Dibutyl-6-chloro-1,3,5-triazine-2,4-diamine

生成物 1

HCID 108917352,4,6-tris(butylamino)-1,3,5-triazine収率 96%

試薬・触媒・溶媒 3

HCID 962Water溶媒2 回HCID 1140Toluene溶媒HCID 6342Acetonitrile溶媒

実験手順

To a solution of 18.5 g (0.1 mol) of cyanuric chloride in 150 mL of acetonitrile cooled to 0° C. was dropwise added a solution of 14.6 g (0.2 mol) of butylamine in 20 mL of water over 1 hour with stirring by keeping the reaction temperature not to exceed 5° C. Further, while continuing the stirring, a solution of 20.0 g (0.2 mol) of potassium hydrogen carbonate in 100 mL of water was dropwise added at the same temperature. Thereafter, the reaction temperature was gradually elevated and the stirring was continued at 45° C. for 8 hours. After confirming the completion of conversion to 2,4-bis(butylamino)-6-chloro-1,3,5-triazine by high performance liquid chromatography, the reaction mixture was cooled and the product was separated by filtration. The filtration cake was washed well with a large amount of water and this 2,4-bis(butylamino)-6-chloro-1,3,5-triazine was suspended in 100 mL of water. To the suspension was added 29.2 g (0.4 mol) of butylamine and allowed to react by heating under reflux for 6 hours. After cooling, 200 mL of toluene was added and the mixture was stirred vigorously, followed by separation of the aqueous layer. Further, the toluene layer was washed three times with 150 mL of water. Subsequently, toluene in the organic layer was distilled off by heating under reduced pressure to obtain 28.2 g (yield 96%) of the titled compound. Propery: oily product

後処理

  1. customto exceed 5° C
  2. temperaturethe reaction mixture was cooled
  3. customthe product was separated by filtration
  4. washThe filtration cake was washed well with a large amount of water
  5. customto react
  6. temperatureby heating
  7. temperatureunder reflux for 6 hours
  8. temperatureAfter cooling
  9. stirringthe mixture was stirred vigorously
  10. customfollowed by separation of the aqueous layer
  11. washFurther, the toluene layer was washed three times with 150 mL of water
  12. distillationSubsequently, toluene in the organic layer was distilled off
  13. temperatureby heating under reduced pressure

出典と根拠

ORDレコード
ord-a94a0225d1744fb4bed4d81fc4ee6991
出典データセット
uspto-grants-2000_10
特許番号
US06127538

反応ノート

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