ChemicalBook--->CAS DataBase List--->1668-53-7

1668-53-7

1668-53-7 Structure

1668-53-7 Structure
IdentificationBack Directory
[Name]

3-Benzenediol, 4-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-1
[CAS]

1668-53-7
[Synonyms]

DBDT
Doxepin for system suitability CRS
3-Benzenediol, 4-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-...
4-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-3-benzenediol
4-[4,6-Bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-1,3-Benzenediol
4-(4,6-Bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl)benzene-1,3-diol
2-(2,4-Dihydroxyphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine
3-Benzenediol, 4-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-1
1,3-Benzenediol, 4-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-
2-(2,4-Dihydroxyphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine >
2,4-Bis(2,4-dimethylphenyl)-6-(2,4-dihydroxyphenyl) -1,3,5-triazine (Appolo-107)
4-[4,6-Bis(2,4-diMethylphenyl)-5H-s-triazin-2-ylidene]-3-hydroxy-cyclohexa-2,5-dien-1-one
4-[2,6-bis(2,4-dimethylphenyl)-1H-1,3,5-triazin-4-ylidene]-3-hydroxy-1-cyclohexa-2,5-dienone
4-[4,6-BIS(2,4-DIMETHYLPHENYL)-1,3,5-TRI AZIN-2-YL]-1,3-BENZENEDIOL/2-(2-4-DIHYDROXYPHENYL)-4,6 -BIS(2,4-DIMETHYLPHENYL)-1,3.5-TRIAZINE
[Molecular Formula]

C25H23N3O2
[MDL Number]

MFCD16251125
[MOL File]

1668-53-7.mol
[Molecular Weight]

397.48
Chemical PropertiesBack Directory
[Melting point ]

203.0 to 207.0 °C
[Boiling point ]

659.1±65.0 °C(Predicted)
[density ]

1?+-.0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[solubility ]

soluble in Dimethylformamide
[form ]

powder to crystal
[pka]

8.58±0.40(Predicted)
[color ]

White to Light yellow to Light orange
[InChI]

InChI=1S/C25H23N3O2/c1-14-5-8-19(16(3)11-14)23-26-24(20-9-6-15(2)12-17(20)4)28-25(27-23)21-10-7-18(29)13-22(21)30/h5-13,29-30H,1-4H3
[InChIKey]

FROCQMFXPIROOK-UHFFFAOYSA-N
[SMILES]

C1(O)=CC=C(C2=NC(C3=CC=C(C)C=C3C)=NC(C3=CC=C(C)C=C3C)=N2)C(O)=C1
[EPA Substance Registry System]

1,3-Benzenediol, 4-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]- (1668-53-7)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
[TSCA ]

TSCA listed
[HS Code ]

2933.69.6050
Hazard InformationBack Directory
[Synthesis]

2-chloro-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine

1237-53-2

Resorcinol

108-46-3

3-Benzenediol, 4-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-1

1668-53-7

The general procedure for the synthesis of 4-(4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl)benzene-1,3-diol from 2-chloro-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl)benzene-1,3-diol using 2-chloro-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl and resorcinol was carried out as follows: in a 50 mL three-necked flask protected by a dry nitrogen gas, 2-chloro-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-1,3,5-triazin-2-yl (1.6 mmol) and 2-chloro-4,6 -bis(2,4-dimethylphenyl)-1,3,5-triazine (1.6 mmol) and anhydrous aluminum trichloride (0.32 g, 2.4 mmol) to anhydrous chlorobenzene (15 mL), and the reaction mixture was stirred for 0.5 hours at 25 °C. Subsequently, resorcinol (0.24 g, 2.2 mmol) was added and the reaction mixture was warmed up to 85 °C for continued stirring for 5 hours. Upon completion of the reaction, it was cooled to room temperature and the reaction was quenched by the slow addition of ice water (10 mL), followed by evaporation under reduced pressure to remove the chlorobenzene. The mixture was filtered and the resulting solid was washed with water (3 x 10 mL) and finally recrystallized from ethyl acetate to afford the target product 4-(4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl)benzene-1,3-diol and its derivatives.

[References]

[1] Journal of Fluorescence, 2018, vol. 28, # 2, p. 707 - 723
[2] Patent: US6242598, 2001, B1
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