2-Chloro-4,6-dimethylpyrimidine Chemical Properties

Melting point:

34-36

Boiling point:

212 °C

Density 

1,03g/cm

refractive index 

1,428

Flash point:

110℃

storage temp. 

Keep in dark place,Inert atmosphere,2-8°C

solubility 

Methanol

pka

0.09±0.30(Predicted)

form 

Powder, Crystalline Powder or Low Melting Solid

color 

White to yellow

InChIKey

RZVPFDOTMFYQHR-UHFFFAOYSA-N

CAS DataBase Reference

4472-44-0(CAS DataBase Reference)

NIST Chemistry Reference

2-Chloro-4,6-dimethylpyrimidine(4472-44-0)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

20/21/22-36/37/38-22

Safety Statements 

26-36-37

RIDADR 

UN 2265

RTECS 

UV8000000

HazardClass 

IRRITANT

HS Code 

29335990

MSDS

• Language:English Provider:ALFA

2-Chloro-4,6-dimethylpyrimidine Usage And Synthesis

Uses

2-Chloro-4,6-dimethylpyrimidine is a chlorinated pyrimidine with antiviral activity.

Synthesis

General procedure for the synthesis of 2-chloro-4,6-dimethylpyrimidine from 4,6-dimethyl-2-hydroxypyrimidine hydrochloride: 4,6-dimethyl-2-hydroxypyrimidine hydrochloride (1998 mg, 12.44 mmol) was mixed with phosphorochloridic acid (20 mL) and the reaction was carried out at reflux for 10 hours. Upon completion of the reaction, excess phosphorus trichloride was removed by distillation under reduced pressure to give a brown oil. The reaction mixture was cooled in an ice bath and concentrated aqueous potassium hydroxide solution was added slowly and dropwise to a pH of about 8 (detected by litmus paper). Diethyl ether (30 mL) was then added and stirring was continued for 2.5 hours. The aqueous layer was separated and extracted with ether (3 x 30 mL) and ethyl acetate (3 x 30 mL), respectively. The organic phases were combined, washed with saturated brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The resulting yellow liquid was placed in an ice bath and dried under vacuum to give 2-chloro-4,6-dimethylpyrimidine (1606 mg, 91% yield) as yellow crystals.1H NMR (400 MHz, DMSO-d6) δ 7.33 (s, 1H), 2.42 (s, 6H).

References

[1] PLoS ONE, 2018, vol. 13, # 1,
[2] Journal of Organic Chemistry, 2002, vol. 67, # 18, p. 6550 - 6552
[3] Phosphorus, Sulfur and Silicon and the Related Elements, 2008, vol. 183, # 4, p. 986 - 991
[4] Journal of Organometallic Chemistry, 2013, vol. 732, p. 137 - 141

2-Chloro-4,6-dimethylpyrimidine(4472-44-0)Related Product Information

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• 6-CHLORO-1,3-DIMETHYLPYRIMIDINE-2,6-1H,3H-DIONE,6-Chloro-1,3-dimethylpyrimidine-2,4-dione,6-CHLORO-1,3-DIMETHYLPYRIMIDINE-2,4(1H,3H)-DIONE
• 4-Chloro-2,6-dimethylpyrimidine95%,4-CHLORO-2,6-DIMETHYLPYRIMIDINE,4-CHLORO-2,6-DIMETHYLPYRIMIDINE 95%,6-Chloro-2,4-dimethylpyrimidine
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• 4,6-Dichloro-2,5-Dimethyl Pyrimidine
• 4,6-DIMETHYLPYRIMIDINE
• ETHYL 2-CHLORO-6-METHYLPYRIMIDINE-4-CARBOXYLATE
• 2-Chloro-4,6-diphenylpyrimidine