5-Methoxy-2,4-pyrimidinediol Chemical Properties

Melting point:

344°C(lit.)

Density 

1.39±0.1 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

DMSO (Slightly, Heated), Water (Slightly, Heated)

pka

8.17±0.10(Predicted)

form 

Solid

color 

White to Off-White

InChI

InChI=1S/C5H6N2O3/c1-10-3-2-6-5(9)7-4(3)8/h2H,1H3,(H2,6,7,8,9)

InChIKey

KELXHQACBIUYSE-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

6623-81-0(CAS DataBase Reference)

Safety Information

HazardClass 

IRRITANT

HS Code 

2933599590

5-Methoxy-2,4-pyrimidinediol Usage And Synthesis

Chemical Properties

Beige powder

Uses

5-Methoxyuracil (Fluorouracil EP Impurity D) is methoxylated uracil, a component of nucleid acid. 5-Methoxyuracil is used in the preparation of nucleosides.

Uses

5-Methoxy-2,4-pyrimidinediol is used as building block in chemical synthesis, it is also used in the preparation of nucleosides.

Uses

5-Methoxyuracil is methoxylated uracil, a component of nucleid acid. 5-Methoxyuracil is used in the preparation of nucleosides.

Synthesis

A reflux reaction was carried out for 2 hours using 5-methoxy-2-thio-2,3-dihydropyrimidin-4(1H)-one (21.5 g, 0.137 mol) as starting material, mixed with chloroacetic acid (21.5 g, 0.227 mol) in water (585 mL). Subsequently, concentrated hydrochloric acid (85 mL) was added to the reaction system and the reflux reaction was continued for 16 hours. Upon completion of the reaction, the reaction mixture was cooled to room temperature and the solid product was precipitated. The solid was collected by filtration, washed with water and dried to afford 5-methoxy-2,4-dihydroxypyrimidine (18.2 g, 94% yield). Mass spectrometry analysis showed (M + H)+ = 143.

References

[1] Patent: US2008/182852, 2008, A1. Location in patent: Page/Page column 15

5-Methoxy-2,4-pyrimidinediol(6623-81-0)Related Product Information

• Thymine
• Anisole
• 4-Methoxyphenylacetone
• (Trifluoromethoxy)benzene
• Triclosan
• Chrysin
• Uracil
• p-Anisidine
• 1-Hydroxyethylidene-1,1-diphosphonic acid
• p-Anisaldehyde
• Pyrimidine, 5-methoxy- (6CI,7CI,8CI,9CI)
• 5-FLUORO-2-METHOXYURACIL
• 5-Methoxy-4,6-pyrimidinedio
• 3-[(4,6-DIMETHOXYPYRIMIDIN-2-YL)OXY]PYRIDINE-2-CARBOXYLIC ACID
• 2-[(4,6-DIMETHOXYPYRIMIDIN-2-YL)OXY]BENZOIC ACID
• METHYL 3-FORMYLINDOLE-6-CARBOXYLATE
• 6-METHOXYURACIL
• 5-Methoxy-2,4-pyrimidinediol