1780-26-3

Basic information

• Product Name: 4,6-Dichloro-2-methylpyrimidine
• Synonyms: BUTTPARK 52\14-70;2-MDCP;2-METHYL-4,6-DICHLOROPYRIMIDINE;4,6-DICHLORO-2-METHYLPYRIMIDINE;4,6-Dichloro-2-methylpyrimidiine;Pyrimidine, 4,6-dichloro-2-methyl-;4,6-Dichloro-2-methylpyrimidine ,99%;4,6-Dichloro-2-Methylpyrimidine/2,4-dichloro-6-methylpyrimidine
• CAS NO: 1780-26-3
• Molecular Formula: C₅H₄Cl₂N₂
• Molecular Weight: 163
• EINECS: 1806241-263-5
• Product Categories: APIs & Intermediate;Pyrimidine;Halides;Pyrazines, Pyrimidines & Pyridazines;Pyrimidines;Pyrazines, Pyrimidines & Pyridazines;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;PyrimidinesHeterocyclic Building Blocks;Heterocycle-Pyrimidine series;alkyl chloride
• Mol File: 1780-26-3.mol
• Article Data: 13

Chemical Properties

• Melting Point: 41.5-45.5 °C(lit.)
• Boiling Point: 210.8 °C at 760 mmHg
• Flash Point: 208 °F
• Appearance: White to off-white/Crystalline Powder or Crystals
• Density: 1.404 g/cm³
• Vapor Pressure: 0.273mmHg at 25°C
• Refractive Index: 1.551
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: -3.84±0.30(Predicted)
• CAS DataBase Reference: 4,6-Dichloro-2-methylpyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 4,6-Dichloro-2-methylpyrimidine(1780-26-3)
• EPA Substance Registry System: 4,6-Dichloro-2-methylpyrimidine(1780-26-3)

Safety Data

• Hazard Codes: C,N,Xn
• Statements: 34-51/53-43-22
• Safety Statements: 26-36/37/39-45-61-36/37
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 1780-26-3(Hazardous Substances Data)

Usage

Chemical Properties

White to off-white solid

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

Synthetic route

2-methyl-4,6-dihydroxypyrimidine (1194-22-5) → 2,4-dichloro-2-methylpyrimidine (1780-26-3)

Conditions	Yield
With trichlorophosphate Heating;	97%
With thionyl chloride In acetonitrile at 80℃; for 3h; Temperature; Concentration; Reagent/catalyst; Industrial scale;	94%
With trichlorophosphate at 95℃; for 18h;	90%

2-methyl-1H-pyrimidine-4,6-dione (40497-30-1) → 2,4-dichloro-2-methylpyrimidine (1780-26-3)

Conditions	Yield
With trichlorophosphate
With N,N-dimethyl-aniline; trichlorophosphate

4,6-Dichloro-2-methyl-1,2-dihydro-pyrimidine → 2,4-dichloro-2-methylpyrimidine (1780-26-3)

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In tetrahydrofuran; diethyl ether for 0.0833333h; Ambient temperature; Yield given;

2,4-dichloro-2-methylpyrimidine (1780-26-3)

Conditions	Yield
With ammonia In methanol at 50℃; for 5h; Solvent; Temperature; Concentration; Industrial scale;	92%
With ammonium hydroxide In ethanol at 140℃; for 1h; Microwave irradiation;	90%
With ammonia In water; isopropyl alcohol regioselective reaction;	83%

Upstream product

• 1194-22-5 2-methyl-4,6-dihydroxypyrimidine 
• 40497-30-1 2-methyl-1H-pyrimidine-4,6-dione 

Downstream Products

• 89466-39-7 4-chloro-6-methoxy-2-methylpyrimidine 
• 302964-08-5 2-(6-chloro-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide 
• 58514-89-9 (6-chloro-2-methyl-pyrimidin-4-yl)-dimethyl-amine 
• 17551-52-9 2-methyl-4-hydroxy-6-chloropyrimidine 
• 1160297-28-8 2-(6-chloro-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-(methyl-d3)phenyl)thiazole-5-carboxamide 
• 925425-96-3 4,6-bis(3,5-di(pyridin-3-yl)phenyl)-2-methylpyrimidine 
• 1030380-51-8 4,6-bis(3,5-di(pyridin-4-yl)phenyl)-2-methylpyrimidine 
• 1266181-48-9 C₄₁H₅₈B₄N₂O₈ 
• 1266181-51-4 4,6-bis(3,5-di(pyridin-2-yl)phenyl)-2-methylpyrimidine 
• 1357387-57-5 C₂₁H₁₆Cl₂N₄OS 
• 1202357-66-1 ethyl 2-[(6-chloro-2-methylpyrimidin-4-yl)amino]-1,3-thiazole-5-carboxylate 
• 1497436-07-3 (2E)-N-(2-chloro-6-methylphenyl)-2-[(6-chloro-2-methylpyrimidin-4-yl)imino]-3-(4-methoxybenzyl)-2,3-dihydro-1,3-thiazole-5-carboxamide 
• 1497436-11-9 (2E)-N-(2-chloro-6-methylphenyl)-3-(4-methoxybenzyl)-2-[(2-methyl-6-piperazin-1-ylpyrimidin-4-yl)imino]-2,3-dihydro-1,3-thiazole-5-carboxamide 
• 1497436-15-3 C₃₀H₃₀⁽²⁾H₄ClN₇O₃S 

Relevant articles and documents

An efficient solid-phase synthesis of 2-alkyl-4,6-diaminopyrimidines and 2,4,6-triaminopyrimidines

An efficient and simple approach for the solid-phase synthesis of 2,4,6-triaminopyrimidines and 2-alkyl-4,6-diaminopyrimidines is described. Primary amines were immobilized on 2-(4-formyl-3-methoxyphenoxy)ethyl polystyrene resin via reductive amination. A

Preparation method of 2-methyl-4-amino-6-chloropyrimidine

The invention discloses a preparation method of 2-methyl-4-amino-6-chloropyrimidine. 4, 6-dihydroxy-2-methylpyrimidine, phosphorus oxychloride, an ammoniation reagent and the like are used as raw materials and subjecting to a two-step reaction to obtain t

A convenient synthesis of 5-arylamino-4H-pyran-4-ones using palladium-catalyzed amination

A concise approach to 5-arylamino-4H-pyran-4-ones is described via palladium-catalyzed amination reaction. The methodology involved in this Letter is based on protection/deprotection protocols and on manipulation of the 5-hydroxy group of readily available kojic acid. It would provide a new entry to a range of 5-arylamino-4H-pyran-4-ones via Buchwald-Hartwig-type amination reaction on 4H-pyran-4-one unit.