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

HRID 265825
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 265825
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
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 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

Produkt 1

HCID 135843586
2-(5-Chloro-2,4-dihydroxyphenyl)-4,6-bis-(2,4-dimethylphenyl)-s-triazine
Ausbeute 32,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

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.

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-9bba43e71de541f788ff329a131fdb53
Quelldatensatz
uspto-grants-1997_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05648488

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