2,4-Dichloro-5-methoxypyrimidine Chemical Properties

Melting point:

66-70 °C

Boiling point:

259.9±20.0 °C(Predicted)

Density 

1.446±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

powder to crystal

pka

-2.67±0.29(Predicted)

color 

White to Almost white

Water Solubility 

Slightly soluble in water.

InChI

InChI=1S/C5H4Cl2N2O/c1-10-3-2-8-5(7)9-4(3)6/h2H,1H3

InChIKey

ZTHHRSBDBPCCMZ-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

19646-07-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,C,Xn

Risk Statements 

22-37/38-41

Safety Statements 

26-39

WGK Germany 

3

Hazard Note 

Harmful

HazardClass 

IRRITANT, CORROSIVE

HS Code 

29335990

2,4-Dichloro-5-methoxypyrimidine Usage And Synthesis

Uses

It is used for preparation of heteroarylpiperazine derivatives for use in treatment of Alzheimer's disease.

Uses

2,4-Dichloro-5-methoxypyrimidine can be used for preparation of heteroarylpiperazine derivatives for use in treatment of Alzheimer's disease.

Synthesis

The general procedure for the synthesis of 2,4-dichloro-5-methoxypyrimidines from 5-methoxy-2,4-dihydroxypyrimidines was as follows: 5-methoxy-2,4-dihydroxypyrimidines (45 g, 0.316 mol), phosphorus trichloride (225 mL, 0.88 mol), and N,N-dimethylaniline (45 mL, 0.391 mol) were mixed, and the reaction was carried out at reflux for 2 hours. After completion of the reaction, the mixture was quenched by slowly pouring it into crushed ice (80 g). The product was extracted with ether and subsequently purified by recrystallization from light petroleum ether (boiling point: 40-60 °C) to afford 2,4-dichloro-5-methoxypyrimidine (43 g, 75% yield). Results of mass spectrometry analysis: (ES+) m/z 179 [M+H]+.

References

[1] Journal of Organic Chemistry, 2011, vol. 76, # 10, p. 4149 - 4153
[2] Patent: WO2011/144577, 2011, A1. Location in patent: Page/Page column 24
[3] Patent: WO2011/80568, 2011, A2. Location in patent: Page/Page column 109-110
[4] Patent: WO2011/144578, 2011, A1. Location in patent: Page/Page column 26; 27

2,4-Dichloro-5-methoxypyrimidine(19646-07-2)Related Product Information

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