4,6-Dimethyl-2-methylsulfonylpyrimidine Chemical Properties

Melting point:

84-86°C

Boiling point:

358.3±45.0 °C(Predicted)

Density 

1.239

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly), Methanol (Slightly)

pka

-1.84±0.30(Predicted)

form 

Crystalline Solid

color 

Red-brown

InChIKey

ZHPSNGCLCHWTRG-UHFFFAOYSA-N

CAS DataBase Reference

35144-22-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

HazardClass 

IRRITANT

HS Code 

29335990

4,6-Dimethyl-2-methylsulfonylpyrimidine Usage And Synthesis

Chemical Properties

White solid

Uses

4,6-Dimethyl-2-(methylsulfonyl)pyrimidine is a reactant used in the preparation of [(dimethylpyrimidinyl)oxy]diphenyl butyric acid derivatives as endothelin receptor antagonists.

Synthesis

General procedure for the synthesis of 2-methylsulfonyl-4,6-dimethylpyrimidines from 4,6-dimethyl-2-methylthiopyrimidines: 15.9 g (103 mmol) of 4,6-dimethyl-2-methylthiopyrimidines was dissolved in a solvent mixture of 120 mL of dichloromethane and 110 mL of water. Chlorine gas was passed through at 0 °C until the solution took on a yellow color and saturated. Upon completion of the reaction, the solution was purged with nitrogen to remove excess chlorine gas. The organic phase was separated and the aqueous phase was extracted with dichloromethane. The organic phases were combined and dried over anhydrous magnesium sulfate. The organic phase was concentrated under reduced pressure and the product was crystallized by the addition of ether to give 14 g (73% yield) of 2-methylsulfonyl-4,6-dimethylpyrimidine. The melting point of the product was 79-80 °C. 1H-NMR (270 MHz, CDCl3): δ 7.2 (1H, s), 3.4 (3H, s), 2.6 (6H, s).

References

[1] Patent: US6670367, 2003, B1. Location in patent: Page column 15-16
[2] Chemical and Pharmaceutical Bulletin, 1991, vol. 39, # 9, p. 2288 - 2300
[3] Journal of Medicinal Chemistry, 2004, vol. 47, # 11, p. 2776 - 2795

4,6-Dimethyl-2-methylsulfonylpyrimidine(35144-22-0)Related Product Information

• ETHANE
• Dimethyl phthalate
• N,N-Dimethylformamide
• Dimethyl fumarate
• Dimethyl sulfide
• Dimethyl sulfoxide
• Pyrimidine
• Dimethyl ether
• 2-Methylsulfonyl-4,6-dimethoxypyrimidine
• 2-Amino-4,6-dimethylpyrimidine
• Methanesulfonyl chloride
• 4,6-DIMETHYL-2-METHYLSULFONYLPYRIMIDINE, 98+%
• 4,6-DIMETHYLPYRIMIDINE
• 4,6-Dichloropyrimidine
• 3-(4-THIOPHEN-2-YL-6-TRIFLUOROMETHYL-PYRIMIDINE-2-SULFONYL)-PROPIONIC ACID
• 4-[4-(2-METHOXY-PHENYL)-6-TRIFLUOROMETHYL-PYRIMIDINE-2-SULFONYL]-BUTYRIC ACID
• 4,6-Dimethyl-2-methylsulfonylpyrimidine
• 4-(4-THIOPHEN-2-YL-6-TRIFLUOROMETHYL-PYRIMIDINE-2-SULFONYL)-BUTYRYL CHLORIDE