Hydrochloric Acid → 2-(2,4-Dihydroxyphenyl)-4,6-diphenyl-1,3,5-triazine

HRID 1066444

Reaktionsgleichung

Reaktionsgleichung von HRID 1066444
[C:1]1([C:7]2[N:12]=[C:11]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[N:10]=[C:9](Cl)[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[C:21]1([CH:28]=[CH:27][CH:26]=[C:24]([OH:25])[CH:23]=1)[OH:22].C[O-].[Na+]>C1S(=O)(=O)CCC1.CO.C1(C)C(C)=CC=CC=1>[C:1]1([C:7]2[N:12]=[C:11]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[N:10]=[C:9]([C:26]3[CH:27]=[CH:28][C:21]([OH:22])=[CH:23][C:24]=3[OH:25])[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

8

Edukt 4

HCID 313Hydrochloric AcidHCID 5054ResorcinolHCID 196982-Chloro-4,6-diphenyl-1,3,5-triazineHCID 10942334Sodium Methoxide

Produkt 1

HCID 1354371252-(2,4-Dihydroxyphenyl)-4,6-diphenyl-1,3,5-triazine

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 887MethanolLösungsmittelHCID 7237O-XyleneLösungsmittelHCID 31347SulfolaneLösungsmittel

Reaktionsbedingungen

Temperatur
118 °C

Versuchsvorschrift

A 500 mL three-necked, round-bottomed flask equipped with a mechanical stirrer is charged with 60 g of xylene and 55.5 g (0.207) of 4,6-diphenyl-2-chloro-s-triazine. The mixture is warmed to 118° C. and the pressure is reduced to 300 mbar and 2.8 g of hydrogen chloride gas is charged to the system. The mixture is cooled to 80° C. and a solution of resorcinol (88.2 g, 0.802 mol) in 60 g of tetramethylene sulfone is added dropwise over a 7-minute period. The mixture is stirred at 80° C. for six hours and then for one hour at 100° C. The temperature is reduced to 60° C. and a 300 mL portion of methanol is added. The mixture is allowed to cool to room temperature and is stirred overnight. Sodium methoxide (41.3 g) is added portionwise to adjust the pH to 5.0-5.5. The solids are collected by vacuum filtration and are washed with methanol and water. After drying, the title compound is obtained in a yield of 59.2 g as a pale yellow solid.

Aufarbeitung

  1. customA 500 mL three-necked, round-bottomed flask equipped with a mechanical stirrer
  2. additionis charged to the system
  3. temperatureThe mixture is cooled to 80° C.
  4. waitfor one hour at 100° C
  5. customis reduced to 60° C.
  6. temperatureto cool to room temperature
  7. stirringis stirred overnight
  8. filtrationThe solids are collected by vacuum filtration
  9. washare washed with methanol and water
  10. customAfter drying

Quellen und Nachweise

ORD-Eintrag
ord-b4fb05a14f424cdcbcd193bd5795b8a8
Quelldatensatz
uspto-grants-2001_06
Patentnummer
US06242598B1

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