15791-08-9

Basic information

• Product Name: 4,6-dichloro-1,3,5-triazin-2(1H)-one
• Synonyms: 4,6-dichloro-1,3,5-triazin-2(1H)-one;EINECS 239-890-2;2,4-Dichloro-s-triazin-6-ol
• CAS NO: 15791-08-9
• Molecular Formula: C3HCl2N3O
• Molecular Weight: 165.96554
• EINECS: 239-890-2
• Mol File: 15791-08-9.mol

Chemical Properties

• Boiling Point: 224.4°Cat760mmHg
• Flash Point: 89.5°C
• Appearance: /
• Density: 2.02g/cm³
• PKA: 2.13±0.70(Predicted)
• CAS DataBase Reference: 4,6-dichloro-1,3,5-triazin-2(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4,6-dichloro-1,3,5-triazin-2(1H)-one(15791-08-9)
• EPA Substance Registry System: 4,6-dichloro-1,3,5-triazin-2(1H)-one(15791-08-9)

Safety Data

• Hazardous Substances Data: 15791-08-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4,6-dichloro-1,3,5-triazin-2(1H)-one is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique structure and reactivity make it a valuable component in the development of new drugs with diverse therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical industry, 4,6-dichloro-1,3,5-triazin-2(1H)-one is utilized as an intermediate in the manufacturing of herbicides and pesticides. Its incorporation into these products contributes to their effectiveness in controlling weeds and pests, thereby enhancing crop productivity and yield.
Used in Dye Industry:
4,6-dichloro-1,3,5-triazin-2(1H)-one is employed as a building block in the synthesis of various dyes. Its presence in dye molecules imparts specific color characteristics and properties, making it an essential component in the production of a wide range of dyes used in various applications, such as textiles, plastics, and printing inks.
Used in Organic Synthesis:
As a reagent in organic synthesis, 4,6-dichloro-1,3,5-triazin-2(1H)-one is used to facilitate various chemical reactions, leading to the formation of new compounds with desired properties. Its versatility in reacting with different types of molecules makes it a valuable tool in the synthesis of a broad spectrum of chemical products.

InChI:InChI=1/C3HCl2N3O/c4-1-6-2(5)8-3(9)7-1/h(H,6,7,8,9)

Upstream product

• 110-80-5 2-ethoxy-ethanol 
• 108-77-0 1,3,5-trichloro-2,4,6-triazine 
• 64-17-5 ethanol 
• 371-62-0 2-fluoroethanol 
• 109-86-4 2-methoxy-ethanol 
• 1517-05-1 2-azidoethanol 
• 62-53-3 aniline 
• 65-85-0 benzoic acid 
• 464-72-2 tetraphenylethane-1,2-diol 
• 77987-49-6 benzyl 2-hydroxyethylcarbamate 
• 504-63-2 trimethyleneglycol 
• 78926-09-7 1-tert-butyldimethylsilyloxy-2-phenylethane 
• 60-12-8 2-phenylethanol 
• 699-12-7 2-(phenylthio)ethanol 

Downstream Products

• 2599-11-3 2-hydroxysimazine 
• 19899-83-3 6-Hydroxy-2,4-dihydrazino-symm.-triazin 

Relevant articles and documents

Mechanism of a Solid/Liquid Interfacial Reaction. The Reaction of an Aqueous Solution of an Aromatic Amine with Cyanuric Chloride

The reaction between solid cyanuric chloride and an aromatic amine, N,N-dimethyl-p-phenylenediamine (DMPA) in aqueous solution is studied using the channel flow cell method in which a constant geometric area of solid is exposed to solution.It is shown that reaction occurs via the dissolution of the solid (with a constant flux of material being released into solution) followed by homogeneous coupling to the amine in parallel with hydrolysis of cyanuric chloride.Kinetic parameters for the process are reported and the value of the approach used for the determination of mechanisms for interfacial processes at insulator solid/liquid interfaces noted.In particular the site of the chemical coupling reaction between DMPA and cyanuric chloride is found to be located in homogeneous solution rather than proceeding via an interfacial process although the rate of the reaction is effectively controlled by the speed at which solid can enter the solution.

Synthesis method of ultraviolet light absorber UV-1600 intermediate

The invention discloses a synthesis method of an ultraviolet light absorber UV-1600 intermediate 2, 4-di ([1, 1 '-biphenyl]-4-yl)-6-chloro-1, 3, 5-triazine. The method comprises the following steps: taking cyanuric chloride and organic carboxylic acid as raw materials, and reacting in the presence of a basic catalyst to obtain 4, 6-dichloro-2-hydroxy-1, 3, 5-triazine; carrying out a Friedel-Crafts reaction (a column del-Crafts reaction) on 4, 6-dichloro-2-hydroxy-1, 3, 5-triazine and biphenyl under the catalysis of Lewis acid to obtain 2, 4-di ([1, 1'-biphenyl]-4-yl)-6-hydroxy-1, 3, 5-triazine; and then carrying out chlorination reaction under the action of a chlorination reagent to obtain the 2, 4-di([1, 1 '-biphenyl]-4-yl)-6-chloro-1, 3, 5-triazine. The compound is an important intermediate for synthesizing and producing a light stabilizer UV-1600 and similar compounds, and has an important application prospect in the field of ultraviolet light stabilizers.

Triazine derivatives and synthesis method thereof

The invention belongs to the technical field of organic materials, and particularly relates totriazine derivatives and a synthesis method thereof. The triazine derivatives comprise 2, 4-dihydroxyalkylether-6-hydroxys-triazine, and the synthesis method of the triazine derivatives comprises the following steps: 1) hydrolyzing trichloroazine in a carbonate buffer solution to obtain an intermediate 2-hydroxy-4, 6-dichloros-triazine; and 2) adding the intermediate 2-hydroxy-4, 6-dichloros-triazine into a glycol-monosodium salt solution to obtain the target product 2, 4-dihydroxyalkyl ether-6-hydroxys-triazine. The triazine derivatives prepared by the invention are a series of s-triazine derivatives with hydroxyl and hydroxyalkyl; the compound has the characteristics of good alcohol solubility and partial water solubility, so that the pure organic phosphorescent long afterglow material with the long afterglow characteristic is expected to be obtained, can be used as a photoelectric functional material, can also be used as an organic chemical intermediate, and can be used as an intermediate of pharmaceuticals, agricultural chemicals and photoelectric functional materials.

DYE, INK, INK JET RECORDING METHOD, INK SHEET, COLOR TONER AND COLOR FILTER

To provide a dye which has a good hue, which can form an image showing a high fastness under various using conditions and environmental conditions, and which is particularly suited for an ink, the dye is represents by formula (1): wherein R1 and R2 each independently represents a monovalent group, Z represents a nitrogen atom or a carbon atom to which a hydrogen atom or a monovalent group is bonded, and M represents a hydrogen atom or a cation, provided that the dye has two azo groups.

Mild and highly selective formyl protection of primary hydroxyl groups

Efficient conversion of primary alcohols to the corresponding formate esters can be carried out at room temperature in methylene chloride, using 2,4,6-trichloro-1,3,5-triazine and N,N-dimethyl- formamide in the presence of lithium fluoride. This procedure

KINETICS OF FORMATION OF MONOALKOXY-s-TRIAZINES FROM CYANURIC CHLORIDE.

2-R-alkoxy-4,6-dichloro-s-triazines (I) are used as intermediates for synthesis of herbicides, and are obtained by reactions of 2,4, 6-trichloro-s-triazine (II) (cyanuric chloride) with various alcohols in aqueous-organic mixtures in presence of hydrogen chloride acceptors. The purpose of this work was to study the quantitive relationships of the main reaction of cyanuric chloride alkoxylation and of the competing reactions of hydrolysis and alkoxylation of compound (I), for optimization of production of monoalkoxy-s-triazines. It is found that the reaction temperature has a significant influence on the yield of 2-(2-R-ethoxy)-4, 6-dichloro-s-triazine; decrease of temperature raises the yield of (I) owing to decrease of the contributions of hydrolysis of compounds (I) and (II) and alkoxylation of (I). The asolute values of the rate constants of hydrolysis (k//3, k//4) and alkoxylation (k//2) decrease more rapidly than k//1 with decrease of temperature. This makes it possible to raise the selectivity of the process by raising the alkali concentration and lowering the reaction temperature.

HALOGENATED ETHERS. XXI. EFFECT OF TEMPERATURE AND SUBSTITUENT ON THE KINETIC OF THE FORMATION OF 2-(2-R-ETHOXY)-4,6-DICHLORO-SYM-TRIAZINES

The effect of temperature on the kinetics of the formation of 2-(2-R-ethoxy)-4,6-dichloro-sym-triazines from 2,4,6-trichloro-sym-triazine and 2-R-ethanol in the presence of alkali was investigated.The low values of the activation energy and the large negative values of the entropy indicate the participation of a stable intermediate in the investigated complex many-stage reaction.The mechanism of the process and the characteristics of the manifestation of isokinetic relationships are discussed.

HALOGENATED ETHERS. KINETICS OF THE FORMATION OF 2-(2-CHLOROETHOXY)-4,6-DICHLORO-SYM-TRIAZINE

The kinetics of the hydrolysis and alkoxylation of 2,4,6-trichloro-sym-triazine with 2-chloroethanol in the presence of alkali in aqueous organic solutions were investigated.The effective activation energies of hydrolysis (Eeff 56 +/- 5 kJ/mole) and alkoxylation (Eeff 16.1 +/- 2.2 kJ/mole) were determined.Analysis of the kinetic equations and the effective activation energies of the competing hydrolysis and alkylation reactions shows that to suppress the hydrolysis it is necessary to reduce the reaction temperature and to increase the concentration of 2-chloroethanol.

Derivatives of 1,3,5-Triazine : Part II - Reactions of Cyanuric Chloride, a New Condensing Agent

Cyanuric chloride, a new condensing agent, has been found to be useful in the preparation of acid chlorides, amides and esters in good yields from carboxylic acids, picryl chloride from picric acid, and in bringing about the pinacol rearrangment of substituted ethanediol derivatives and lactonization of (R)-(+)-ricinelaidic acid.Treatment of cyanuric chloride with ethanol and formamide at room temperature gives triethyl orthoformate in 28percent yield.