2-Chloro-5-methoxypyrimidine Chemical Properties

Melting point:

73-78℃

Boiling point:

268.8±13.0 °C(Predicted)

Density 

1.292±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

-1.26±0.22(Predicted)

color 

White to Almost white

InChI

InChI=1S/C5H5ClN2O/c1-9-4-2-7-5(6)8-3-4/h2-3H,1H3

InChIKey

RSUBGBZOMBTDTI-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

22536-65-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

37/38-41

Safety Statements 

26-39

WGK Germany 

3

HS Code 

29335990

2-Chloro-5-methoxypyrimidine Usage And Synthesis

Chemical Properties

off-white powder

Uses

2-Chloro-5-methoxypyrimidine is used in the regioselective synthesis of aminoimidazopyrimidines with triflic anhydride and pyridine bases

Synthesis

General procedure for the synthesis of 2-chloro-5-methoxypyrimidine from 2,4-dichloro-5-methoxypyrimidine: 1. 2,4-Dichloro-5-methoxypyrimidine (43 g, 0.24 mol), zinc powder (86 g, 1.32 mol), ethanol (200 mL), and water (200 mL) were mixed, heated to reflux, and the reaction was maintained for 4 hours. 2. After completion of the reaction, the reaction mixture was filtered while hot. 3. The filtrate was distilled under reduced pressure to remove ethanol. 4. 4. After cooling, the product was extracted with ether. 5. 5. The extract was recrystallized from light petroleum ether (boiling point: 40-60 °C) to give purified 2-chloro-5-methoxypyrimidine (20 g, 58% yield).

References

[1] Patent: WO2011/144577, 2011, A1. Location in patent: Page/Page column 24
[2] Patent: WO2011/144578, 2011, A1. Location in patent: Page/Page column 27

2-Chloro-5-methoxypyrimidine(22536-65-8)Related Product Information

• 4-Methoxybenzoic acid
• (Trifluoromethoxy)benzene
• Anisole
• p-Anisidine
• p-Anisaldehyde
• 4-Methoxybenzylchloride
• 5-BROMO-2-CHLORO-4-METHOXYPYRIMIDINE
• Chlorimuron-ethyl
• 2-Methoxy-4,6-dichloropyrimidine
• 4-Chloro-6-methoxypyrimidine
• 2-Chloro-6-methoxyisonicotinoyl chloride
• 2,4-Dichloro-6-methoxypyrimidine
• 4,6-Dichloro-5-methoxypyrimidine
• Difluorochloromethane
• 2-Chloro-5-(phenylmethoxy)-pyrimidine
• 2,4-Dichloro-5-methoxypyrimidine
• 4-Amino-6-chloro-5-methoxypyrimidine
• Chlorimuron