6-BROMO-2,4-DICHLOROQUINAZOLINE Property

Boiling point:

330.2±24.0 °C(Predicted)

Density 

1.851±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

pka

-1.19±0.30(Predicted)

form 

Solid

color 

Off-white

Water Solubility 

Slightly soluble in water.

InChI

InChI=1S/C8H3BrCl2N2/c9-4-1-2-6-5(3-4)7(10)13-8(11)12-6/h1-3H

InChIKey

LBAYOWRVZAKPLS-UHFFFAOYSA-N

SMILES

N1=C2C(C=C(Br)C=C2)=C(Cl)N=C1Cl

Safety

HS Code 

2933599590

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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

P405Store locked up.

6-BROMO-2,4-DICHLOROQUINAZOLINE Chemical Properties,Usage,Production

Uses

It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.

Synthesis

The synthesis of 6-BROMO-2,4-DICHLOROQUINAZOLINE is as follows:BTC (0.65 g, 2.2 mmol in 6mL of PhCl) was added to astirred solution of tris(4-methoxyphenyl)phosphine oxide 3d(0.33 g, 0.9 mmol in 5mL PhCl) dropwise in a round botttomflask placed on an ice bath. After complete addition,the mixture was stirred for 30 min at room temperature.Then isatin-3-oximes (3 mmol) were added, and the mixturewas heated to 120 C until completion of the reaction(followed by TLC, n-hexane/ethyl acetate 10:1). Aftercooling, the mixture was then poured into 50mL ice waterand extracted with ethyl acetate (320 mL). The organiclayer was dried over anhydrous Na₂SO₄ and concentrated invacuo. The crude product was purified over column chromatography(n-hexane/ethyl acetate 10:1) to afford thepure produce 2,4-dichloroquinazolins. Tris(4-methoxyphenyl)phosphine oxide 3d was recovered by column chromatography(n-hexane/ethyl acetate 1:1).