5621-02-3

Basic information

• Product Name: 2-Pyrimidinamine, N,N-dimethyl- (9CI)
• Synonyms: 2-Pyrimidinamine, N,N-dimethyl- (9CI);N,N-Dimethyl-2-pyrimidinamine;N,N-diMethylpyriMidin-2-aMine
• CAS NO: 5621-02-3
• Molecular Formula: C₆H₉N₃
• Molecular Weight: 123.15576
• Product Categories: PYRIMIDINE
• Mol File: 5621-02-3.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 208.1°C at 760 mmHg
• Flash Point: 79.6°C
• Appearance: /
• Density: 1.081g/cm³
• Vapor Pressure: 0.218mmHg at 25°C
• Refractive Index: 1.558
• PKA: 4.04±0.10(Predicted)
• CAS DataBase Reference: 2-Pyrimidinamine, N,N-dimethyl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pyrimidinamine, N,N-dimethyl- (9CI)(5621-02-3)
• EPA Substance Registry System: 2-Pyrimidinamine, N,N-dimethyl- (9CI)(5621-02-3)

Safety Data

• Hazardous Substances Data: 5621-02-3(Hazardous Substances Data)

Usage

General Description

2-Pyrimidinamine, N,N-dimethyl- (9CI) is a chemical compound with the molecular formula C7H10N4. It is also known by its other names such as N,N-Dimethyl-2-pyrimidinamine and 2-Amino-4,6-dimethylpyrimidine. This chemical is a pyrimidine amine derivative and is commonly used in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. It is a white to light yellow solid with a faint odor, and it is soluble in water and most organic solvents. Its precise uses and applications may vary, but it is primarily used as a building block in organic synthesis processes. However, it is important to handle this chemical with care and follow safety guidelines, as it may pose health and environmental hazards if not handled properly.

InChI:InChI=1/C6H9N3/c1-9(2)6-7-4-3-5-8-6/h3-5H,1-2H3

Upstream product

• 1722-12-9 2-chloropyrimidine 
• 124-40-3 dimethyl amine 
• 931-61-3 N-methylpyrimidin-2-amine 
• 74-88-4 methyl iodide 
• 23631-02-9 4-chloro-N,N-dimethylpyrimidine-2-amine 
• 4595-60-2 2-bromopyrimidine 
• 109-12-6 2-aminopyrimidine 
• 68-12-2 N,N-dimethyl-formamide 
• 31575-35-6 2-fluoropyrimidine 
• 31462-54-1 2-iodopyrimidine 
• 1635-28-5 2-dimethylamino-3H-pyrimidin-4-one 
• 64224-68-6 2-dimethylamino-pyrimidine-5-carboxylic acid ethyl ester 
• 123-39-7 N-Methylformamide 
• 98-94-2 N,N-dimethyl-cyclohexanamine 

Downstream Products

• 55551-49-0 2-N,N-Dimethylaminopyrimidine-5-carboxaldehyde 
• 38696-21-8 5-bromo-N,N-dimethylpyrimidin-2-amine 

Relevant articles and documents

Amination of Aromatic Halides and Exploration of the Reactivity Sequence of Aromatic Halides

A base-promoted amination of aromatic halides has been developed using a limited amount of dimethylformamide (DMF) or amine as an amino source. Various aryl halides, including F, Cl, Br, and I, have been successfully aminated in good to excellent yields. Although the amination of aromatic halides with amines or DMF is usually considered as an aromatic nucleophilic substitution (SNAr) process, and the reactivity of an aromatic halide is F > Cl > Br > I, the reactivity of aromatic halides in this system was found to be I > Br a‰ F > Cl. This protocol also showed a good regioselectivity for multihalogenated aromatics. This protocol is valuable for industrial application due to the simplicity of operation, the unrestricted availability of amino sources and aromatic halides, transition metal-free conditions, no requirement for solvent, and scalability.

Antibacterial activity and mechanism of action of the benzazole acrylonitrile-based compounds: In?vitro, spectroscopic, and docking studies

A new series of pyrimidine derivatives 5, 9a-d and 12a-d was synthesized by an efficient procedure. The antibacterial activity of the new compounds was studied against four bacterial strains. Compound 5 was found to exhibit the highest potency, with?=?1.0?μg/ml, against both Escherichia coli and Pseudomonas aeruginosa when compared with amoxicillin (MIC?=?1.0–1.5?μg/mL). Transmission electron microscope results confirmed that activities against bacteria occurred via rupturing of the cell wall. Molecular modeling results suggested that compounds 5, 9a-d and 12a-d have the potential to irreversibly bind to the penicillin-binding protein (PBP) Ser62 residue in the active site and were able to overcome amoxicillin resistance in bacteria by inhibiting the β-lactamase enzyme. Docking studies showed that compounds 5, 9a-d and 12a-d inhibit the β-lactamase enzyme through covalent bonding with Ser70. The synergistic effect with amoxicillin was studied. The newly synthesized compounds reported in this study warrant further consideration as prospective antimicrobial agents.

Amidine dications: Isolation and [Fe]-hydrogenase-related hydrogenation

(Chemical Equation Presented) This commmunication demonstrates the preparation, isolation, and full characterization of superelectrophilic salts based on amidine dications in organic solvent, as their triflate salts. These dications are highly activated toward regiospecific reaction with hydrogen gas under mild conditions in the presence of a metal catalyst (Pd/C), mimicking the behavior of the natural substrate, N5,N10- methenyltetrahydromethanopterin, in the iron-sulfur cluster-free [Fe]-hydrogenase.