Imidazo[1,2-a]pyrimidine Chemical Properties

Melting point:

127-129°

Density 

1.29±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

5.50±0.30(Predicted)

color 

Light yellow to Brown

InChI

InChI=1S/C6H5N3/c1-2-7-6-8-3-5-9(6)4-1/h1-5H

InChIKey

INSWZAQOISIYDT-UHFFFAOYSA-N

SMILES

C12=NC=CN1C=CC=N2

CAS DataBase Reference

274-95-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

43

Safety Statements 

36/37

HazardClass 

IRRITANT

HS Code 

2933599590

Imidazo[1,2-a]pyrimidine Usage And Synthesis

Uses

Imidazo[1,2-a]pyrimidine is a heterocyclic aromatic compound used as a pharmaceutical intermediate ingredient, organic solvent and chemical reaction reagent. In the field of agrochemicals, it interacts with key enzymes such as acetylcholinesterase, lipoxygenase and glutathione-S-transferase. In the dye industry, it has been found to interact with a variety of proteins, including cytochrome P450 and peroxidase, making it an important component in dye formulations.

Synthesis

In a 250-mL three-necked round-bottomed flask, 2-aminopyrimidine (5 g, 0.052 mol), bromoacetaldehyde diethyl acetal (20.7 g, 0.104 mol), 48% aqueous hydrobromic acid (5 mL), and ethanol (50 mL) were added sequentially. The reaction mixture was stirred at room temperature for 18 hours. After completion of the reaction, the reaction solution was cooled to room temperature. Subsequently, the reaction mixture was adsorbed onto silica gel and purified by column chromatography (eluent: dichloromethane/methanol), resulting in 5 g of imidazo[1,2-a]pyrimidine in about XX% yield.

References

[1] Patent: KR2017/126059, 2017, A. Location in patent: Paragraph 0069; 0072; 0073; 0076; 0077

Imidazo[1,2-a]pyrimidine(274-95-3)Related Product Information

• Silver sulfadiazine
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• 3,N4-ETHENOCYTOSINE
• Imidazo[1,2-b]pyridazine-3-carboxaldehyde (9CI)
• Methyl imidazo[1,2-a]pyridine-5-carboxylate
• IMIDAZO[1,2-A]PYRAZINE-2-CARBOXYLIC ACID
• ETHYL IMIDAZO[1,2-A]PYRAZINE-2-CARBOXYLATE