Allylamine → N,N'-Diallyl-6-chloro-1,3,5-triazine-2,4-diamine

HRID 569192

反応式

HRID 569192 の反応式
[CH2:1]([NH2:4])[CH:2]=[CH2:3].[N:5]1[C:12](Cl)=[N:11][C:9]([Cl:10])=[N:8][C:6]=1Cl.[OH-].[Na+]>C1(C)C=CC=CC=1.O>[CH2:1]([NH:4][C:12]1[N:5]=[C:6]([NH:4][CH2:1][CH:2]=[CH2:3])[N:8]=[C:9]([Cl:10])[N:11]=1)[CH:2]=[CH2:3]

参加物

6

反応物 3

HCID 7853AllylamineHCID 7954Cyanuric chlorideHCID 14798Sodium Hydroxide2 回

生成物 1

HCID 27306N,N'-Diallyl-6-chloro-1,3,5-triazine-2,4-diamine

試薬・触媒・溶媒 2

HCID 962Water溶媒3 回HCID 1140Toluene溶媒

実験手順

54.9 g (0.96 mole) of allylamine are added dropwise, in the course of 1.5 hours and while stirring, to a clear solution of 73.8 g (0.4 mole) of cyanuric chloride in 500 ml of toluene, the temperature being kept between 20° and 30° by applying gentle external cooling to the reaction vessel. After stirring for a further two hours at room temperature and for one hour at 50°, the mixture is cooled to 20°, and a solution of 16 g (0.4 mole) of sodium hydroxide in 70 ml of water is added dropwise at 20° in the course of 2 hours. After stirring for a further 2 hours at room temperature and for 6 hours at 60°, a further 16 g (0.4 mole) of sodium hydroxide in 70 ml of water are added dropwise in the course of 2 hours and stirring is continued for a further 5 hours at 60°. After the mixture has cooled to room temperature, 200 ml of water are added, and the precipitate is filtered off after stirring for approx. 30 minutes. The precipitate is thoroughly washed with water, thoroughly suction-drained and dried in vacuo at approx. 95°. The colourless 2,4-bis-allylamino-6-chloro-1,3,5-triazine thus obtained is analytically pure and has a melting point of 205°-206°; its water content is <0.3%. Yield 88.2 g (97.7% of theory).

後処理

  1. custombeing kept between 20° and 30°
  2. temperatureby applying gentle external cooling to the reaction vessel
  3. temperaturethe mixture is cooled to 20°
  4. stirringAfter stirring for a further 2 hours at room temperature and for 6 hours at 60°
  5. stirringstirring
  6. waitis continued for a further 5 hours at 60°
  7. temperatureAfter the mixture has cooled to room temperature
  8. filtrationthe precipitate is filtered off
  9. stirringafter stirring for approx. 30 minutes
  10. washThe precipitate is thoroughly washed with water
  11. customthoroughly suction-drained and dried in vacuo at approx. 95°

出典と根拠

ORDレコード
ord-e1b08bff97b54b80b36fe02999720db6
出典データセット
uspto-grants-1988_03
特許番号
US04731393

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