2,4-Dichloro-6-methylpyrimidine

Base Information

• Chemical Name: 2,4-Dichloro-6-methylpyrimidine
• CAS No.: 5424-21-5
• Molecular Formula: C5H4Cl2N2
• Molecular Weight: 163.006
• Hs Code.: 29335990
• European Community (EC) Number: 226-563-4
• NSC Number: 13199
• UNII: 6N8JD43WQQ
• DSSTox Substance ID: DTXSID0063868
• Nikkaji Number: J218.008A
• Wikidata: Q69999986
• Mol file: 5424-21-5.mol

Synonyms:2,4-Dichloro-6-methylpyrimidine;5424-21-5;Pyrimidine, 2,4-dichloro-6-methyl-;2,6-Dichloro-4-methylpyrimidine;2,4-dichloro-6-methyl-pyrimidine;NSC 13199;2,4-dichloro-6-methyl pyrimidine;AI3-26572;6-methyl-2,4-dichloropyrimidine;EINECS 226-563-4;NSC-13199;NSC13199;6N8JD43WQQ;SCHEMBL104786;2,4-Dichloro6-methylpyrimidine;2,4-dichloro-6-methylprimidine;2,4-dichloro-6-methylpyrimidin;DTXSID0063868;Pyrimidine,4-dichloro-6-methyl-;CS-D1522;MFCD00006064;AKOS000270532;GS-6846;SB10363;2,4-Dichloro-6-methylpyrimidine, 98%;AC-26613;AM100927;A7890;D2958;FT-0610029;EN300-26901;W-105649;Z56761388;F2129-0003

Chemical Property of 2,4-Dichloro-6-methylpyrimidine

Chemical Property:

• Appearance/Colour: White to light yellow powder
• Vapor Pressure: 0.18mmHg at 25°C
• Melting Point: 43-47 °C
• Refractive Index: 1.551
• Boiling Point: 219 °C at 760 mmHg
• PKA: -2.12±0.30(Predicted)
• Flash Point: 107 °C
• PSA: 25.78000
• Density: 1.404 g/cm³
• LogP: 2.09180
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility.: Soluble in Chloroform, Ether, Ethyl Acetate and Toluene. Insoluble in water.
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 161.9751535
• Heavy Atom Count: 9
• Complexity: 99

Purity/Quality:

99.9% ^*data from raw suppliers

2,4-Dichloro-6-methylpyrimidine| ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=NC(=N1)Cl)Cl
• 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.

Technology Process of 2,4-Dichloro-6-methylpyrimidine

There total 12 articles about 2,4-Dichloro-6-methylpyrimidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

2,4-dihydroxy-6-methylpyrimidine (626-48-2) → 2,4-dichloro-6-methylpyrimidine (5424-21-5)

Guidance literature:

With dmap; thionyl chloride; bis(trichloromethyl) carbonate; for 7.5h; Reflux; Green chemistry;

DOI:10.1021/acs.oprd.9b00407

Reference yield: 91.0%

6-Methyluracil (626-48-2) → 2,4-dichloro-6-methylpyrimidine (5424-21-5)

Guidance literature:

With trichlorophosphate; for 6h; Reflux;

Reference yield:

6-methyl-2-thiouracil (56-04-2,91795-77-6) → 2,4-dichloro-6-methylpyrimidine (5424-21-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: chloroacetic acid / water / 9 h / Reflux

1.2: 10 - 12 h / Reflux

2.1: trichlorophosphate / 105 °C

With chloroacetic acid; trichlorophosphate; In water;

DOI:10.1016/j.bmcl.2021.128249

upstream raw materials:

6-Methyluracil

5-bromo-2,4-dichloro-6-methylpyrimidine

N,N-dimethyl-aniline

2,4-dihydroxy-6-methylpyrimidine

Downstream raw materials:

2-amino-6-methyl-4-chloropyrimidine

2-chloro-6-methyl-pyrimidin-4-ylamine

6-methylpyrimidine-2,4-diamine

(2-bromo-4-isopropyl-phenyl)-{4-[4-(3,5-difluoro-phenyl)-3,6-dihydro-2H-pyridin-1-yl]-6-methyl-pyrimidin-2-yl}-ethyl-amine

Refernces

• 1、 Hoda, Nasimul,Manzoor, Shoaib,Petreni, Andrea,Raza, Md Kausar,Supuran, Claudiu T.. "Novel triazole-sulfonamide bearing pyrimidine moieties with carbonic anhydrase inhibitory action: Design, synthesis, computational and enzyme inhibition studies". supporting information. . Retrieved 2021/07/16.
• 2、 -. "AMINE-SUBSTITUTED HETEROCYCLIC COMPOUNDS AS EHMT2 INHIBITORS, SALTS THEREOF, AND METHODS OF SYNTHESIS THEREOF". Paragraph 01612. . Retrieved 2019/05/10.