5-BROMO-2,4-DIMETHOXYPYRIMIDINE Chemical Properties

Melting point:

62-65 °C (lit.)

Boiling point:

125 °C / 17mmHg

Density 

1.563±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

Acetone, Dichloromethane

pka

1.27±0.29(Predicted)

form 

Powder or Crystalline Powder

color 

White to pale yellow

InChI

InChI=1S/C6H7BrN2O2/c1-10-5-4(7)3-8-6(9-5)11-2/h3H,1-2H3

InChIKey

QEZIMQMMEGPYTR-UHFFFAOYSA-N

SMILES

C1(OC)=NC=C(Br)C(OC)=N1

CAS DataBase Reference

56686-16-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Safety Statements 

24/25

WGK Germany 

3

HS Code 

29335990

Storage Class

11 - Combustible Solids

MSDS

• Language:English Provider:SigmaAldrich

5-BROMO-2,4-DIMETHOXYPYRIMIDINE Usage And Synthesis

Application

5-Bromo-2,4-Dimethoxypyrimidine is an important organic synthesis intermediate. It appears as white crystals or a white powder, soluble in organic solvents such as methanol, ethanol, toluene, and acetone. It has some solubility in hot water and forms salts in acids. It is widely used in the synthesis of sulfonylurea herbicides, such as nicosulfuron, pyrimisulfuron, bensulfuron-methyl, and pyrimisulfuron, with nicosulfuron being the most widely used herbicide.

Chemical Properties

White Crystalline Solid

Synthesis

Add 1 g (7.87 mmol) of 5-bromo-2,4-dihydroxypyrimidine, 30 ml of methanol, stirring, to a 50 ml flask and add a methanol solution of diazomethane dropwise at 20 ??C, until the yellow color of the solution no longer disappears. until the yellow color of the solution no longer disappears. Stir at constant temperature (20??) for 24h (be careful to add diazomethane ethanol solution to maintain the yellow color of the solution). The reaction is completed, concentrated under pressure, washed with saturated K2CO3, and extracted with ethyl acetate. Ethyl acetate extraction, the organic layer was dried with anhydrous Na2SO4, concentrated, column chromatography (ethanol/hexane=1:1) to obtain 1g (6.77 ). 1 g (6.77 , 87%) of 5-bromo-2,4-dimethoxypyrimidine was obtained by column chromatography (ethanol/hexane=1:1).

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