5-Amino-4,6-dichloro-2-methylpyrimidine Chemical Properties

Melting point:

70-73 °C (lit.)

Boiling point:

257.7±35.0 °C(Predicted)

Density 

1.504±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

-2.55±0.39(Predicted)

color 

White to Yellow to Green

InChI

InChI=1S/C5H5Cl2N3/c1-2-9-4(6)3(8)5(7)10-2/h8H2,1H3

InChIKey

FKRXXAMAHOGYNT-UHFFFAOYSA-N

SMILES

C1(C)=NC(Cl)=C(N)C(Cl)=N1

CAS DataBase Reference

39906-04-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

Hazard Note 

Irritant

HS Code 

29335990

MSDS

• Language:English Provider:SigmaAldrich

5-Amino-4,6-dichloro-2-methylpyrimidine Usage And Synthesis

Appearance

White to Yellow to Green powder to crystal

Uses

5-Amino-4,6-dichloro-2-methylpyrimidine is a useful research chemical for organic synthesis and other chemical and pharmacological processes.

Application

5-Amino-4,6-dichloro-2-methylpyrimidine can be used as an intermediate in medical synthesis, such as the preparation of mosonidine. Mosonidine is a widely used antihypertensive drug.

Synthesis

GENERAL METHOD: 10% Pd/C catalyst (0.05 g) was added to a solution of 4,6-dichloro-2-methyl-5-nitropyrimidine (4.48 mmol) in ethyl acetate (EA, 20 mL) in a Parr hydrogenation reactor. Subsequently, the air in the reactor was replaced with nitrogen three times and the hydrogenation reaction was carried out at room temperature and at atmospheric pressure. Upon completion of the reaction, the Pd/C catalyst was removed by diatomaceous earth filtration and the filtrate was concentrated to afford the intermediate 2-methyl-4,6-dichloro-5-aminopyrimidine (11a). The product was a light-colored solid, yield: 84.0%; mass spectrum (ESI) m/z: 177.94 [M + H]+.

References

[1] European Journal of Medicinal Chemistry, 2017, vol. 140, p. 212 - 228
[2] Chemistry of Heterocyclic Compounds (New York, NY, United States), 1983, p. 1113 - 1115
[3] Khimiya Geterotsiklicheskikh Soedinenii, 1983, vol. 19, # 10, p. 1398 - 1400
[4] Journal of the Chemical Society, 1954, p. 3832,3833
[5] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 17, p. 5721 - 5726

5-Amino-4,6-dichloro-2-methylpyrimidine(39906-04-2)Related Product Information

• 4,6-Diaminopyrimidine
• Paraquat dichloride
• Kresoxim-methyl
• Methyl acrylate
• Sulfamerazine
• Glycine
• Methyl acetate
• N,N-Dimethyl-1,4-phenylenediamine
• Basic Violet 1
• ALTRENOGEST
• 4,6-Dichloropyrimidine
• Acetonitrile
• Pirimiphos-methyl
• Methanol
• Betaine
• Methylparaben
• Dichlorodimethylsilane
• Tris(hydroxymethyl)aminomethane