4-METHYL-6-CHLORO PYRIMIDINE Chemical Properties

Melting point:

151-152℃

Boiling point:

195℃

Density 

1.234

Flash point:

90℃

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

Solid

pka

0.83±0.17(Predicted)

color 

Pale yellow

Water Solubility 

Slightly soluble in water.

Safety Information

HS Code 

2933599590

4-METHYL-6-CHLORO PYRIMIDINE Usage And Synthesis

Uses

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

Synthesis

To a solution of 4,6-dichloropyrimidine (1.0 g, 6.71 mmol) in tetrahydrofuran (30 mL) was added sequentially 1-methyl-2-pyrrolidinone (3.2 mL, 6.71 mmol), iron(III) acetylacetonate (0.119 g, 0.336 mmol) and methylmagnesium bromide (2.237 mL, 6.71 mmol). The reaction mixture was stirred at room temperature for 3 h. After completion of the reaction, the reaction was quenched with water and extracted with ethyl acetate (100 mL). The organic layer was separated and concentrated under reduced pressure to remove the solvent. The residue was purified by silica gel column chromatography (eluent: 20% ethyl acetate/hexane) to afford 4-chloro-6-methylpyrimidine (0.6 g, 3.08 mmol, 46% yield) as a colorless gelatinous liquid.LC-MS (ESI) analysis showed m/z 129.0 [M+H]+ (calculated value C5H6ClN2: 129.0); LC/MS retention time ( Method D): 1.36 min.

References

[1] Patent: WO2017/59085, 2017, A1. Location in patent: Page/Page column 403; 404

4-METHYL-6-CHLORO PYRIMIDINE(3435-25-4)Related Product Information

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