N-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethyl]-4,6-dichloro-1,3,5-triazin-2-amine (99%)

Name: N-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethyl]-4,6-dichloro-1,3,5-triazin-2-amine (99%) 

Molecular Formula: C11H17Cl2N7O3 

CAS#: 604766-22-5 

SMILES: ClC1=NC(Cl)=NC(NCCOCCOCCOCCN=[N+]=[N-])=N1 

MDL#: none found 

Catalog#: AMTH384-AT23 

Molecular weight: 366.20 g/mol 

Other names: 

• Azido-PEG4-dichlorotriazine 

• PEG4 azide dichlorotriazine linker 

• 4,6-Dichloro-1,3,5-triazine-PEG4-azide 

Fields of Interest: PEGylation, click chemistry, bioconjugation, materials science, surface modification 

Background & Applications:  

Background
N-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethyl]-4,6-dichloro-1,3,5-triazin-2-amine (CAS 604766-22-5 ) is an azide-functionalized PEG conjugate featuring a PEG4 spacer that links a terminal azide group to a dichlorotriazine reactive moiety. The polyethylene glycol segment provides hydrophilicity, flexibility, and improved solubility, while spatially separating the azide from the electrophilic triazine core. The azide functionality enables efficient bioorthogonal click chemistry, whereas the dichlorotriazine ring is well known for its high reactivity toward nucleophiles such as amines and hydroxyl groups, allowing further substitution under mild conditions. This dual-reactive architecture makes the compound a powerful intermediate within a diverse portfolio of functionalized PEGs designed for orthogonal and stepwise conjugation. 

Applications
This azido-PEG–dichlorotriazine derivative is commonly used in bioconjugation, materials science, and surface modification applications where controlled, sequential functionalization is required. Typical uses include attachment of the PEG linker to alkynyl-functionalized molecules via click chemistry, followed by nucleophilic substitution on the triazine ring to introduce dyes, ligands, polymers, or biomolecules. As part of a comprehensive functionalized PEG product line, N-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethyl]-4,6-dichloro-1,3,5-triazin-2-amine supports modular design strategies for advanced materials, diagnostics, and specialty chemical applications that benefit from highly reactive and orthogonal functional groups. 

Appearance: Viscous, pale yellow oil 

Purity: 99% 

Storage: 0-3 °C for long term storage 

Solubility: Chloroform, DCM 

Literature:  

Azido-functionalized PEG linkers combined with reactive dichlorotriazine electrophiles belong to a well-established class of reagents used for orthogonal and stepwise bioconjugation, uniting click-ready azide chemistry with the nucleophile-activated substitution behavior of 1,3,5-triazines. In particular, azido-dichlorotriazines have been reported as effective linkers for regioselective bioconjugation, leveraging the differential reactivity of triazine chlorides toward amines, thiols, and hydroxyl groups 

• see Exploiting azido-dichloro-triazine as a linker for regioselective bioconjugation, Tetrahedron, https://www.sciencedirect.com/science/article/pii/S0045206820316321 

The broader chemistry of cyanuric chloride–derived triazines, including sequential substitution and linker construction, is well documented and underpins their use as versatile electrophilic cores in functional materials and conjugates  

• reviewed in Molecules, https://www.mdpi.com/1420-3049/11/1/81  

When paired with PEG-azide spacers, these triazine systems enable modular, water-compatible conjugation strategies that align with widely adopted azide–alkyne click chemistry methodologies for assembling stable triazole-linked constructs. Together, these studies support the design and use of PEG-tethered azido-dichlorotriazine linkers as orthogonally reactive building blocks for advanced bioconjugation, surface modification, and materials science applications.