Hydrochloric Acid → 2-(5-Chloro-2,4-dihydroxyphenyl)-4,6-bis-(2,4-dimethylphenyl)-s-triazine

HRID 265825

反応式

HRID 265825 の反応式
Cl[C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][C:9]=2[CH3:15])[N:5]=[C:4]([C:16]2[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][C:17]=2[CH3:23])[N:3]=1.ClCC(Cl)(Cl)Cl.[Cl-].[Al+3].[Cl-].[Cl-].[Cl:34][C:35]1[CH:41]=[CH:40][C:38]([OH:39])=[CH:37][C:36]=1[OH:42].Cl>O>[Cl:34][C:35]1[C:36]([OH:42])=[CH:37][C:38]([OH:39])=[C:40]([C:2]2[N:3]=[C:4]([C:16]3[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][C:17]=3[CH3:23])[N:5]=[C:6]([C:8]3[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][C:9]=3[CH3:15])[N:7]=2)[CH:41]=1

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 17314-ChlororesorcinolHCID 124181,1,1,2-TetrachloroethaneHCID 710591,3,5-Triazine, 2-chloro-4,6-bis(2,4-dimethylphenyl)-HCID 6451240Aluminum(III) Chloride

生成物 1

HCID 1358435862-(5-Chloro-2,4-dihydroxyphenyl)-4,6-bis-(2,4-dimethylphenyl)-s-triazine収率 32.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
120 °C

実験手順

To a 1 L three-necked, round-bottomed flask equipped with a magnetic stirrer, thermometer, condenser, and a nitrogen atmosphere are charged 20.0 g (61.9 mmol) of 2-chloro-4,6-bis-(2,4-dimethylphenyl)-s-triazine and 50 mL of tetrachloroethane. The mixture is warmed to dissolve the solids and 8.24 g (62.0 mmol) of aluminum chloride are added in small portions all at once followed by 9.00 g (62.1 mmol) of 4-chlororesorcinol. The mixture is stirred at 120° C. for four hours. After cooling to room temperature 50 mL of water and 10 mL of concentrated hydrochloric acid are added and the mixture is refluxed for two hours. After cooling, the mixture is extracted thrice with ethyl acetate and the combined organic layers are dried over anhydrous magnesium sulfate and filtered. The solvent is removed under reduced pressure to yield a yellow solid. Recrystallization from ethyl acetate/heptane affords 8.65 g of the title compound as a yellow solid.

後処理

  1. customTo a 1 L three-necked, round-bottomed flask equipped with a magnetic stirrer
  2. temperatureThe mixture is warmed
  3. additionare added in small portions
  4. additionare added
  5. temperaturethe mixture is refluxed for two hours
  6. temperatureAfter cooling
  7. extractionthe mixture is extracted thrice with ethyl acetate
  8. dry with materialthe combined organic layers are dried over anhydrous magnesium sulfate
  9. filtrationfiltered
  10. customThe solvent is removed under reduced pressure
  11. customto yield a yellow solid
  12. customRecrystallization from ethyl acetate/heptane

出典と根拠

ORDレコード
ord-9bba43e71de541f788ff329a131fdb53
出典データセット
uspto-grants-1997_07
特許番号
US05648488

関連ノート

読み込み中…