1780-27-4

Basic information

• Product Name: 4,5,6-Trichloropyrimidine
• Synonyms: 4,5,6-TRICHLOROPYRIMIDINE;4,5,6-ThichloropyriMidine;4,5,6-Trichloro-1,3-diazine
• CAS NO: 1780-27-4
• Molecular Formula: C₄HCl₃N₂
• Molecular Weight: 183.42
• Product Categories: Heterocycle-Pyrimidine series
• Mol File: 1780-27-4.mol
• Article Data: 7

Chemical Properties

• Melting Point: 53 °C
• Boiling Point: 87 °C / 12mmHg
• Flash Point: 137 °C
• Appearance: /
• Density: 1.641 g/cm³
• Vapor Pressure: 0.019mmHg at 25°C
• Refractive Index: 1.578
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: soluble in Methanol
• PKA: -5.72±0.26(Predicted)
• CAS DataBase Reference: 4,5,6-Trichloropyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5,6-Trichloropyrimidine(1780-27-4)
• EPA Substance Registry System: 4,5,6-Trichloropyrimidine(1780-27-4)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 1780-27-4(Hazardous Substances Data)

Usage

General Description

4,5,6-Trichloropyrimidine is a chemical compound that belongs to the class of organic compounds known as halopyrimidines. Biochemically, it is characterized by the presence of a pyrimidine ring which is substituted by one or more halogen atoms. Owing to its characteristics, it exhibits significant utility in a myriad of chemical reactions, specifically in organic synthesis. Despite the widespread use of this compound, safety awareness is highly necessary to avoid any potential harmful effects. The chemical's potential hazards, ways of disposal, and suitable storage conditions should always be referred from its material safety data sheet (MSDS).

InChI:InChI=1/C4HCl3N2/c5-2-3(6)8-1-9-4(2)7/h1H

Upstream product

• 63447-41-6 5-chloro-1H-pyrimidine-4,6-dione 
• 4316-93-2 4,6-dichloro-5-nitropyrimidine 
• 110-71-4 1,2-dimethoxyethane 
• 7440-05-3 palladium 
• 88982-91-6 4,5-Dichlor-6-hydroxy-pyrimidin 
• 1738-25-6 3-dimethylaminopropiononitrile 
• 1193-24-4 4,6-pyrimidinediol 
• 1193-56-2 5-chloro-4,6-dihydroxypyrimidine 

Downstream Products

• 310400-38-5 5,6-dichloro-pyrimidin-4-ylamine 
• 17573-78-3 4,5,6-trifluoropyrimidine 
• 25096-66-6 5-chloro-4,6-difluoro-pyrimidine 
• 1456595-82-6 C₂₀H₁₃Cl₂F₃N₄O 
• 87-42-3 6-chloropurine 

Relevant articles and documents

Synthesis method of 4,5,6-trichloropyrimidine

The invention particularly relates to a synthesis method of 4,5,6-trichloropyrimidine. The method comprises the following steps: 1, dissolving diethyl malonate in dichloromethane, adding chlorosuccinimide at room temperature, and reacting to obtain an intermediate diethyl 2-chloromalonate; 2, dissolving sodium methoxide in methanol, cooling to room temperature, adding formamidine hydrochloride, stirring at room temperature after addition, adding the diethyl 2-chloromalonate in a dropwise manner, heating, carrying out a reflux reaction for 2-3 hours after addition, and purifying to obtain an intermediate 5-chloro-4,6-dihydroxypyrimidine; and 3, mixing the intermediate 5-chloro-4,6-dihydroxypyrimidine, phosphorus oxychloride and an organic alkali according to a weight ratio of 1:(5-10):(0.3-2), carrying out a chlorination reaction at 25-100 DEG C for 2-5 hours, cooling the mixture, carrying out reduced pressure concentration to remove redundant phosphorus oxychloride, adding water, quenching, extracting with an organic solvent, drying, and concentrating to obtain the product 4,5,6-trichloropyrimidine.

PROCESS FOR PRODUCING TRICHLOROPYRIMIDINE COMPOUND

A process for producing a trichloropyrimidine compound represented by the formula (2): wherein R represents a hydrogen atom etc., comprising reacting a dihydroxypyrimidine compound represented by the formula (1): wherein R represents the same meaning as above, with sulfuryl chloride and at least one chlorinating agent selected from the group consisting of hydrogen chloride, thionyl chloride, phosgene, phosphorus oxychloride, phosphorus pentachloride and phosphorus trichloride in the presence of an organic base.

Method of preparing 4,5,6-trichloro-and 2,4,5,6-tetrachloropyrimidine

Crystals with an average crystal size of ≦10 μm comprising compounds of the formula Ia and/or IIa A process for making said crystals.