5424-21-5

Basic information

• Product Name: 2,4-Dichloro-6-methylpyrimidine
• Synonyms: 2,6-DICHLORO-4-METHYLPYRIMIDINE;2,4-DICHLORO-6-METHYLPYRIMIDINE;AKOS BBS-00005839;2,4-dichloro-6-methyl-pyrimidin;2,4-DICHLORO-6-METHYLPYRIMIDE;2,4-Dichloro-6-methylpyrimidine ,99%;2,4-Dichloro-6-methylpyrimidine,98%;4-Dichloro-6-MethylpyriMidine
• CAS NO: 5424-21-5
• Molecular Formula: C₅H₄Cl₂N₂
• Molecular Weight: 163.00466
• EINECS: 226-563-4
• Product Categories: Pyrimidine Series;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Pyridines, Pyrimidines, Purines and Pteredines;pharmacetical;Pyrimidine;Heterocyclic Compounds;Nucleotides and Nucleosides;Pyrimidines;Bases & Related Reagents;Nucleotides;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;PyrimidinesHeterocyclic Building Blocks;Building Blocks;C4 to C5;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks;Heterocycle-Pyrimidine series
• Mol File: 5424-21-5.mol
• Article Data: 18

Chemical Properties

• Melting Point: 44-47 °C(lit.)
• Boiling Point: 219 °C(lit.)
• Flash Point: >230 °F
• Appearance: White to light yellow powder
• Density: 1.5462 (rough estimate)
• Vapor Pressure: 0.18mmHg at 25°C
• Refractive Index: 1.6300 (estimate)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -2.12±0.30(Predicted)
• Water Solubility: Soluble in Chloroform, Ether, Ethyl Acetate and Toluene. Insoluble in water.
• BRN: 114295
• CAS DataBase Reference: 2,4-Dichloro-6-methylpyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Dichloro-6-methylpyrimidine(5424-21-5)
• EPA Substance Registry System: 2,4-Dichloro-6-methylpyrimidine(5424-21-5)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-36/37/39-45
• RIDADR: UN 3263 8/PG 2
• WGK Germany: 3
• TSCA: T
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 5424-21-5(Hazardous Substances Data)

Usage

Chemical Properties

White to Light Yellow Powder

Uses

2,4-Dichloro-6-methylpyrimidine is used in the synthesis of (2-chloro-6-methyl-pyrimidin-4-yl)-(2,3-dihydro-benzothiazol-6-yl)-amine.

General Description

2,4-Dichloro-6-methylpyrimidine undergoes double cross-coupling reaction with 2-(tributylstannyl)pyridine, followed by aldol condensation to yield 4-arylvinyl-2,6-di(pyridin-2-yl)pyrimidines. It reacts with 1H,1H,2H,2H-perfluorodecanethiol during fluorous synthesis of disubstituted pyrimidines.

InChI:InChI=1/C5H4Cl2N2/c1-3-2-4(6)9-5(7)8-3/h2H,1H3

Upstream product

• 626-48-2 6-Methyluracil 
• 56-04-2 6-methyl-2-thiouracil 
• 33238-63-0 5-bromo-6-methyl-2-(methylthio)pyrimidin-4(3H)-one 
• 6328-58-1 6-methyl-2-methylsulfanyl-3H-pyrimidin-4-one 
• 15018-56-1 5-bromo-6-methyluracil 
• 10025-87-3 trichlorophosphate 
• 626-48-2 2,4-dihydroxy-6-methylpyrimidine 
• 102-82-9 tributyl-amine 
• 121-44-8 triethylamine 
• 121-69-7 N,N-dimethyl-aniline 
• 56745-01-8 5-bromo-2,4-dichloro-6-methylpyrimidine 

Downstream Products

• 62968-34-7 2-chloro-4-methyl-6-piperidinopyrimidine 
• 18247-32-0 2-chloro-4-methyl-6-phenoxypyrimidine 
• 111697-12-2 2,4-bis-(N,N-di-n-propylamino)-6-methylpyrimidine 
• 4871-62-9 6-Methyl-2,4-bis(N-methylanilino)pyrimidine 
• 67914-08-3 2,4-bisethylthio-6-methyl-pyrimidine 
• 696-80-0 2,4-difluoro-6-methyl-pyrimidine 
• 52026-43-4 4-(2-chloro-6-methylpyrimidin-4-yl)morpholine 
• 5600-21-5 2-amino-6-methyl-4-chloropyrimidine 
• 14394-60-6 2-chloro-6-methyl-pyrimidin-4-ylamine 
• 1791-73-7 6-methylpyrimidine-2,4-diamine 

Relevant articles and documents

Synthesis and structural characterization of the C-6 fluoroalkylated pyrimidine derivatives

C-6 substituted fluoroalkenyl 2,4-dimethoxypyrimidine derivative (4) was synthesized by lithiation of 2,4-dimethoxy-6-methylpyrimidine (3) and subsequent reaction of thus obtained organolithium intermediate with ethyl pentafluoropropionate. The novel 2,4-pyrimidinedione containing 3,3,4,4,4-pentafluoro-1-butenyl side chain (5) was prepared by demethoxylation of 4 using sodium iodide and chlorotrimethylsilane. The structures of 4 and 5 were confirmed by 1H, 13C and 19F NMR spectra, as well as IR spectra. The structure of 4 was also unambiguously confirmed by X-ray crystal structure analysis. The molecules of 4 are weakly linked by aromatic π···π stacking interactions into infinite chains parallel to the a axis.

Efficient Phosphorus-Free Chlorination of Hydroxy Aza-Arenes and Their Application in One-Pot Pharmaceutical Synthesis

The chlorination of hydroxy aza-arenes with bis(trichloromethyl) carbonate (BTC) and SOCl2 has been effectively performed by refluxing with 5 wt % 4-dimethylaminopyridine (DMAP) as a catalyst. Various substrates are chlorinated with high yields. The obtained chlorinated aza-arenes can be used directly with simple workup for succedent one-pot synthesis on a large scale.

COMPOUNDS FOR TREATING TUBERCULOSIS

The present invention relates to pyrimidine compounds and compositions for treating tuberculosis. These compounds may be used to target the F1 domain of F-ATP synthase and may be used with bedaquiline or 6-chloro-2-ethyl-N-[[4-[4- [4-(trifluoromethoxy)phenyl]piperidin-1 -yl]phenyl]methyl]imidazo[1,2-a]pyridine-3-carboxamide (Q203) or a combination thereof.