7-Bromo-5-fluoro-1,4-benzodiazine

7-Bromo-5-fluoro-1,4-benzodiazine Property

Boiling point:

299.0±35.0 °C(Predicted)

Density 

1.741±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

-1.77±0.30(Predicted)

Appearance

Light brown to brown Solid

InChI

InChI=1S/C8H4BrFN2/c9-5-3-6(10)8-7(4-5)11-1-2-12-8/h1-4H

InChIKey

MWNUJVQOZMVOAW-UHFFFAOYSA-N

SMILES

N1C2C(=C(F)C=C(Br)C=2)N=CC=1

Safety

HS Code 

2933399990

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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

P310Immediately call a POISON CENTER or doctor/physician.

7-Bromo-5-fluoro-1,4-benzodiazine Chemical Properties,Usage,Production

Synthesis

General procedure for the synthesis of 7-bromo-5-fluoroquinoxaline from 2,3-dihydroxy-1,4-dioxane and 5-bromo-3-fluorobenzene-1,2-diamine: 4.00 g (19.509 mmol) of 5-bromo-3-fluorobenzene-1,2-diamine was dissolved in 100 mL of ethanol and 2.42 g (19.509 mmol) of 2,3-dihydroxy-1,4 -dioxane. The reaction mixture was stirred at room temperature for 4 hours, followed by the addition of 2.42 g (19.509 mmol) of 2,3-dihydroxy-1,4-dioxane again. After continued stirring at room temperature for 24 h, the reaction mixture was concentrated using a rotary evaporator. The residue was purified by silica gel column chromatography with dichloromethane/methanol (30:1, v/v) as eluent. Finally, 3.60 g (80% yield) of the target product 7-bromo-5-fluoroquinoxaline was obtained.LC-MS (Method 1): retention time (R t) = 1.79 min; mass spectrum (EIpos): m/z = 227 [M + H]+.1H-NMR (400 MHz, DMSO-d6): δ (ppm) = 8.06 (dd, 1H), 8.24 ( t, 1H), 9.05 (d, 1H), 9.07 (d, 1H).

References

[1] Patent: WO2010/20363, 2010, A1. Location in patent: Page/Page column 117