4-BROMO-1-TRITYL-1H-IMIDAZOLE

4-BROMO-1-TRITYL-1H-IMIDAZOLE Property

Melting point:

248-250 °C(Solv: ethanol (64-17-5))

Boiling point:

492.5±40.0 °C(Predicted)

Density 

1.27±0.1 g/cm3(Predicted)

storage temp. 

Storage temp. 2-8°C

pka

3.60±0.61(Predicted)

Appearance

White to off-white Solid

InChI

InChI=1S/C22H17BrN2/c23-21-16-25(17-24-21)22(18-10-4-1-5-11-18,19-12-6-2-7-13-19)20-14-8-3-9-15-20/h1-17H

InChIKey

BSQFJBYJUQJNMZ-UHFFFAOYSA-N

SMILES

C1N(C(C2=CC=CC=C2)(C2=CC=CC=C2)C2=CC=CC=C2)C=C(Br)N=1

CAS DataBase Reference

87941-55-7(CAS DataBase Reference)

Safety

Hazard Codes 

Xi

Hazard Note 

Irritant

HS Code 

2933299090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

4-BROMO-1-TRITYL-1H-IMIDAZOLE Chemical Properties,Usage,Production

Synthesis

To a 250 mL single neck flask was added 4-bromo-1H-imidazole (30 g, 205 mmol) and a solvent mixture of dichloromethane:tetrahydrofuran (1:1, v/v) with stirring at room temperature. Subsequently, triphenylchloromethane (62 g, 226 mmol) and triethylamine (29 mL) were slowly added. The reaction mixture was continued to be stirred at room temperature for 1 hour. Upon completion of the reaction, it was quenched by the addition of water and 1 N hydrochloric acid. The reaction mixture was extracted with dichloromethane, the organic layers were combined and dried with anhydrous sodium sulfate. Finally, the dichloromethane was removed by rotary evaporator to afford the target compound 4-bromo-1-trityl-1H-imidazole (61 g, 72% yield).

References

[1] Journal of Medicinal Chemistry, 2010, vol. 53, # 4, p. 1712 - 1725
[2] Patent: CN106256830, 2016, A. Location in patent: Paragraph 0044; 0045; 0055; 0056; 0057