30805-06-2

Usage

Common uses

Chemical intermediate in synthesis of heterocyclic compounds and pharmaceuticals

Reactivity

Highly reactive compound

Functional groups

Two azido groups, two chloro groups

Decomposition

Releases nitrogen gas when heated

Applications

Introduction of azido groups into organic molecules, precursor in synthesis of energetic materials

Nitrogen content

High nitrogen content

Uses in

Propellants, pyrotechnic mixtures

Safety

Explosive nature, potential health hazards

InChI:InChI=1/C3Cl2N6/c4-1-7-2(5)9-3(8-1)10-11-6

Upstream product

• 108-77-0 1,3,5-trichloro-2,4,6-triazine 

Relevant academic research and scientific papers

Photochemistry of 2-azido-4,6-dichloro-s-triazine: Matrix isolation of a strained cyclic carbodiimide containing four nitrogen atoms in a seven-membered ring

2-Azido-4,6-dichloro-s-triazine, matrix-isolated in Ar at 10 K, yields triplet nitrene and the strained cyclic carbodiimide upon photolysis.

Triazinylamidophosphate Oligonucleotides: Synthesis and Study of Their Interaction with Cells and DNA-Binding Proteins

Abstract: In this work, representatives of the class of triazinylamidophosphate oligonucleotide derivatives were obtained for the first time. A scheme for the introduction of a modified unit on a solid-phase support during the oxidation step with highly reactive 2-azido-4,6-dichloro[1,3,5]triazine according to the Staudinger reaction was proposed and implemented, followed by the introduction of various aliphatic residues upon treatment with the corresponding amines. A number of model oligonucleotides containing triazinylamidophosphate modification were synthesized. Chemical stability, cellular uptake, and cytotoxicity of the obtained derivatives were studied. The effect of the type of aliphatic substituent in the composition of the oligonucleotides obtained on their resistance to enzymatic hydrolysis in extracts of cultured human cells with different contents of key DNA repair regulatory proteins, Ku-antigen and poly(ADP-ribose) polymerase 1 (PARP1), which are potentially the most effective acceptors of modified oligonucleotides, was studied.

REACTIVITY-IMPARTING COMPOUND, MANUFACTURING METHOD THEREOF, SURFACE REACTIVE SOLID USING REACTIVITY-IMPARTING COMPOUND, AND METHOD FOR MANUFACTURING SURFACE REACTIVE SOLID

PROBLEM TO BE SOLVED: To provide a reactivity-imparting compound that imparts reactivity enabling bonding between a solid and another material, wherein the reactivity-imparting compound can impart reactivity to the solid with high efficiency and wherein the bonding adhesion between the solid and another material is high, and to provide a method for manufacturing the same, a surface reactive solid using the same, and a method for manufacturing surface reactive solid. SOLUTION: There is provided a reactivity-imparting compound provided on a surface of a solid in order to bond between the solid and another material, wherein the reactivity-imparting compound is a compound having a triazine ring, an alkoxysilyl group (also including a case where an alkoxy group in the alkoxysilyl group is OH) and a diazomethyl group in one molecule. There are also provided a method for manufacturing the reactivity-imparting compound, a surface reactive solid using the same, and a method for manufacturing the surface reactive solid. SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2020,JPOandINPIT

Investigating Triorthogonal Chemoselectivity. Effect of Azide Substitution on the Triazine Core

An example of triorthogonal chemoselectivity is reported here for the first time. In this regard, a series of 43 reactions were performed using tridentate s-triazine as a model. In all of the possible cases, the three substitutions were carried out using

PROCESS FOR THE CYCLOADDITION OF A HETERO(ARYL) 1,3-DIPOLE COMPOUND WITH A (HETERO)CYCLOALKYNE

A process is provided, comprising reacting a (hetero)aryl 1,3-dipole compound with a (hetero)cycloalkyne, wherein the (hetero)aryl 1,3-dipole compound comprises a 1,3-dipole functional group bonded to a (hetero)aryl group, and wherein the (hetero)aryl 1,3-dipole compound is a (hetero)aryl azide or a (hetero)aryl diazo compound; wherein: (i) the (hetero)aryl group of the (hetero)aryl 1,3-dipole compound comprises a substituent (ii) the (hetero)aryl group of the (hetero)aryl 1,3-dipole compound is an electron-poor (hetero)aryl group and wherein the (hetero)cycloalkyne is a (hetero)cyclooctyne or a (hetero)cyclononyne according to Formula (1). The invention also relates to the products obtainable by the process according to the invention.

BONDING METHOD, BONDABILITY IMPROVING AGENT, SURFACE MODIFICATION METHOD, SURFACE MODIFYING AGENT, AND NOVEL COMPOUND

To provide a technique by which an —OH group can be effectively formed on a material surface for the purpose of making the material suitable for bonding (for example, for molecular bonding) that utilizes a chemical reaction (chemical binding). [Solution] A bonding method for bonding a substrate A and a substrate B, which comprises: a step for applying an agent that contains the compound (α) described below on the surface of the substrate A; a step for arranging the substrate B so as to face the compound (α) that is present on the surface of the substrate A; and a step for integrally bonding the substrate A and the substrate B by applying a force onto the substrate A and/or the substrate B. The compound (α) is a compound that has an OH group or an OH-forming group, an azide group and a triazine ring in each molecule, and the substrate A is configured using a polymer.

PROCESS FOR THE CYCLOADDITION OF A HETERO(ARYL) 1,3-DIPOLE COMPOUND WITH A (HETERO)CYCLOALKYNE

The present invention relates to a process comprising the step of reacting a (hetero)aryl 1,3-dipole compound with a (hetero)cycloalkyne, wherein: a (hetero)aryl 1,3-dipole compound is defined as a compound comprising a 1,3-dipole functional group, wherein the 1,3-dipole functional group is bonded to a (hetero)aryl group, and wherein the (hetero)aryl 1,3-dipole compound is a (hetero)aryl azide or a (hetero)aryl diazo compound; wherein: (i) the (hetero)aryl group of the (hetero)aryl 1,3-dipole compound comprises one or more substituents having a positive value for the para-Hammett substituent constant σp and/or the meta-Hammett substituent constant σm, and/or (ii) the (hetero)aryl group of the (hetero)aryl 1,3-dipole compound is an electron-poor (hetero)aryl group, wherein an electron-poor (hetero)aryl group is: (ii-a) a (hetero)aryl group wherein the (hetero)aromatic ring system is bearing a positive charge, and/or (ii-b) a (hetero)aryl group wherein the ratio {number of π-electrons present in the (hetero)aromatic ring system} : {number of protons present in the nuclei of the (hetero)aromatic ring system} is lower than 0.167 for a 6-membered ring, or lower than 0.200 for a 5-membered ring; and wherein the (hetero)cycloalkyne is a (hetero)cyclooctyne or a (hetero)cyclononyne according to Formula (1): The invention also relates to the products obtainable by the process according to the invention.

Rigid luminescent bis-zinc(II)-bis-cyclen complexes for the detection of phosphate anions and non-covalent protein labeling in aqueous solution

A series of water-soluble bis- and tetrakis-ZnII-cyclen complexes with rigid structures was prepared to enhance the carboxylate and phosphate ion binding response in contrast to analogues with less-confined molecular structures. Boc-protected 6