Pyrimidine, 5-methoxy- (6CI,7CI,8CI,9CI) Chemical Properties

Melting point:

46-47℃

Boiling point:

182℃

Density 

1.102

Flash point:

64℃

storage temp. 

2-8°C

solubility 

DMF

form 

Light Brown

pka

2.13±0.10(Predicted)

Appearance

White to light yellow Solid

Safety Information

HS Code 

2933599590

Pyrimidine, 5-methoxy- (6CI,7CI,8CI,9CI) Usage And Synthesis

Chemical Properties

Light Brown

Uses

5-Methoxypyrimidine (cas# 31458-33-0) is a compound useful in organic synthesis.

Synthesis

General procedure for the synthesis of 5-methoxypyrimidine from 5-bromopyrimidine: A 170 mL methanol solution of 15 g (0.094 mol) 5-bromopyrimidine and 5.4 g (0.10 mol) sodium methanol was added to an autoclave. The mixture was heated and reacted at 100-120°C for 16 hours. After completion of the reaction, the dark brown mixture was neutralized with glacial acetic acid and subsequently extracted three times with ether. The organic layers were combined, dried over anhydrous sodium sulfate and concentrated under vacuum. The resulting brown solid was purified by silica gel column chromatography employing a 9:1 ethyl acetate/hexane solvent mixture as eluent to afford light yellow crystals of 5-methoxypyrimidine (7 g, 70% yield). Alternatively, the product can be purified by distillation under reduced pressure with a boiling point of 76 °C (10 mmHg).

References

[1] Patent: US2002/143025, 2002, A1

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