4-Chloro-6-methyl-2-(methylthio)pyrimidine Chemical Properties

Melting point:

37-38℃

Boiling point:

147°C/32mmHg(lit.)

Density 

1.30±0.1 g/cm3(Predicted)

storage temp. 

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

solubility 

Chloroform (Sparingly), MEthanol (Slightly)

form 

Solid

pka

0.16±0.30(Predicted)

color 

Pale Yellow

InChI

InChI=1S/C6H7ClN2S/c1-4-3-5(7)9-6(8-4)10-2/h3H,1-2H3

InChIKey

ALMBOXQFPLQVLF-UHFFFAOYSA-N

SMILES

C1(SC)=NC(C)=CC(Cl)=N1

Safety Information

Risk Statements 

22

Safety Statements 

36/37

HS Code 

29339900

4-Chloro-6-methyl-2-(methylthio)pyrimidine Usage And Synthesis

Chemical Properties

White solid

Uses

4-Chloro-6-methyl-2-(methylthio)pyrimidine has been used in the synthesis of 4-chloro-2-(3,5-dimethyl-1h-pyrazol-1-yl)-6-methylpyrimidine.

Synthesis

A. Synthesis of 6-methyl-2-methylthio-4-chloropyrimidine: 6-methyl-4-hydroxy-2-methylthio-pyrimidine (9.20 g, 59 mmol) was mixed with phosphorus trichloride (60 mL) and heated to reflux for 3 hours. After completion of the reaction, the mixture was cooled to room temperature and slowly poured into crushed ice. The aqueous phase mixture was extracted with ethyl acetate and the organic layer was washed sequentially with saturated aqueous sodium bicarbonate and water and dried over anhydrous magnesium sulfate. The solvent was removed by concentration under reduced pressure to give 6-methyl-2-methylthio-4-chloropyrimidine (8.27 g, 80% yield) as a white solid with a melting point of 37-38°C. The solvent was removed by concentration under reduced pressure.

References

[1] Journal of Medicinal Chemistry, 2007, vol. 50, # 6, p. 1146 - 1157
[2] Patent: US5863924, 1999, A
[3] Patent: US5958934, 1999, A
[4] Patent: US5952331, 1999, A
[5] Patent: EP901474, 2006, B1. Location in patent: Page/Page column 26

4-Chloro-6-methyl-2-(methylthio)pyrimidine(17119-73-2)Related Product Information

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