3551-55-1

Basic information

• Product Name: 2,4-Dimethoxypyrimidine
• Synonyms: 2,4-DIMETHOXYPYRIMIDINE;Pyrimidine, 2,4-dimethoxy- (6CI,7CI,8CI,9CI);2,4-DIMETHOXYPYRIMIDINE 98%;2,4-dimethoxypyrimdine;2,4-Dimethoxypyrimidine, 98+%;2,4-Dimethoxypyrimidine ,97%;2,4-DIMETHOXYPYRIMIDINE, 99+%
• CAS NO: 3551-55-1
• Molecular Formula: C₆H₈N₂O₂
• Molecular Weight: 140.14
• Product Categories: PYRIMIDINE;APIs & Intermediate;Pyridines, Pyrimidines, Purines and Pteredines;Building Blocks;Heterocyclic Building Blocks;Pyrimidines;Heterocycle-Pyrimidine series
• Mol File: 3551-55-1.mol
• Article Data: 2

Chemical Properties

• Melting Point: 17°C
• Boiling Point: 204-205 °C(lit.)
• Flash Point: 198-200 °F
• Appearance: Clear colorless to light brown liquid
• Density: 1.1501 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0552mmHg at 25°C
• Refractive Index: n20/D 1.502(lit.)
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
• PKA: 2.69±0.20(Predicted)
• CAS DataBase Reference: 2,4-Dimethoxypyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Dimethoxypyrimidine(3551-55-1)
• EPA Substance Registry System: 2,4-Dimethoxypyrimidine(3551-55-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 23-24/25-36/37-26
• RIDADR: NA 1993 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 3551-55-1(Hazardous Substances Data)

Usage

Chemical Properties

Clear colorless to light brown liquid

Uses

2,4-Dimethoxypyrimidine, is a versatile building block used in synthesis of various chemical compounds, such as derivatives of Cytidine (C998300).

InChI:InChI=1/C6H8N2O2/c1-9-5-3-4-7-6(8-5)10-2/h3-4H,1-2H3

Upstream product

• 3934-20-1 2,6-Dichloropyrimidine 
• 124-41-4 sodium methylate 
• 18002-25-0 4-methoxy-2-pyrimidone 
• 77-78-1 dimethyl sulfate 
• 2802-61-1 2,4-difluoropyrimidine 

Downstream Products

• 7152-66-1 1-methyl-4-methoxy-2-oxo-1,2-dihydropyrimidine 
• 874-14-6 1,3-dimethyluracil 
• 66-22-8 uracil 
• 4603-96-7 4-methoxy-1-(tetra-O-acetyl-β-D-glucopyranosyl)-1H-pyrimidin-2-one 
• 1009812-31-0 4-(2,6-dimethoxypyrimidin-4-yl)benzoic acid ethyl ester 
• 865305-03-9 [4,5-dimethoxy-2-(1-methyl-2-phenyl-ethyl)-phenyl]-(2,4-dimethoxy-pyrimidin-5-yl)-methanol 
• 1201670-60-1 2,4-dimethoxypyrimidin-5-yl(phenyl)ketone 
• 1201670-62-3 4-chlorophenyl(2,4-dimethoxypyrimidin-5-yl)ketone 
• 1335213-01-8 2,4-dimethoxy-5-(4-methoxyphenyl)pyrimidine 
• 1335212-79-7 2-chlorophenyl(2,4-dimethoxypyrimidin-5-yl)ketone 
• 1335213-02-9 6-benzoyl-2,4-dimethoxypyrimidine 
• 1425194-22-4 4-(2,6-dimethylphenyl)-2,6-dimethoxypyrimidine 
• 1425194-05-3 2,4-dimethoxy-6-(3-nitrophenyl)pyrimidine 
• 175791-65-8 5-Iodo-2,4-dimethoxypyrrolo<2,3-d>pyrimidin-6-yl 4-methoxyphenyl ketone 

Relevant articles and documents

HSAB-driven chemoselective N1-alkylation of pyrimidine bases and their 4-methoxy- or 4-acetylamino-derivatives

The lithium salts of the conjugated bases of 4-methoxy- and 4-acetylamino-2(1H)-pyrimidinones 1-3 undergo highly chemoselective N1-methylation or ethylation when treated with methyl- or ethylsulfate (hard electrophiles) in dry dioxane, while the use of DMF as solvent results in competitive O2-alkylation. Potassium salts of the same bases in DMF undergo prevalent O2-attack. Under the same conditions, a similar but less chemoselective behaviour is observed in alkylation of thymine and uracil, where some N3-attack occurs. This can be rationalised in terms of the HSAB principle.