Hydrochloric Acid → 2-(2,4-Dihydroxy-5-hexylphenyl)-4,6-bis(4-methylphenyl)-s-triazine

HRID 1683456Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1683456
Cl[C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][CH:9]=2)[N:5]=[C:4]([C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=2)[N:3]=1.[Cl-].[Al+3].[Cl-].[Cl-].[CH2:26]([C:32]1[CH:38]=[CH:37][C:35]([OH:36])=[CH:34][C:33]=1[OH:39])[CH2:27][CH2:28][CH2:29][CH2:30][CH3:31].Cl>C1(C)C(C)=CC=CC=1>[OH:36][C:35]1[CH:34]=[C:33]([OH:39])[C:32]([CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])=[CH:38][C:37]=1[C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][CH:9]=2)[N:5]=[C:4]([C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=2)[N:3]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 3610HexylresorcinolHCID 308512-Chloro-4,6-di-p-tolyl-1,3,5-triazineHCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 1358435982-(2,4-Dihydroxy-5-hexylphenyl)-4,6-bis(4-methylphenyl)-s-triazine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7237O-XyleneLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

To a 350 mL sulfonation flask equipped with a mechanical stirrer, condenser and a nitrogen atmosphere are charged 29.6 g (100 mmol) of 2-chloro-4,6-bis(4-methylphenyl)-s-triazine, and 100 mL of xylene (mixture of isomers). To the beige suspension are added 11.3 g (85 mmol) of aluminum chloride in one portion. The mixture is warmed to ca. 90° C. for 75 minutes. 21.4 g (110 mmol) of 4-hexylresorcinol are then added in five portions over 45 minutes to the now homogeneous solution. The reaction mixture is heated at 90° C. for 18 hours. After cooling to room temperature, the contents of the flask are poured into 120 mL of 6% aqueous hydrochloric acid. The precipitate formed is removed by filtration, washed to pH 7 with water, rinsed with methanol and dried at 70° C. under vacuum. The title compound is obtained as a crude orange product (43.1 g) and melts at 228°-231° C. It can be used without further purification.

Aufarbeitung

  1. customTo a 350 mL sulfonation flask equipped with a mechanical stirrer, condenser
  2. temperatureThe reaction mixture is heated at 90° C. for 18 hours
  3. temperatureAfter cooling to room temperature
  4. customThe precipitate formed
  5. customis removed by filtration
  6. washwashed to pH 7 with water
  7. washrinsed with methanol
  8. customdried at 70° C. under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-0210c53452b14d1da4978024d5bc0820
Quelldatensatz
uspto-grants-1997_06
Patentnummer
US05637706

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