2-Chloro-5-(4-chlorophenyl)pyrimidine

Base Information

• Chemical Name: 2-Chloro-5-(4-chlorophenyl)pyrimidine
• CAS No.: 27956-40-7
• Molecular Formula: C10H6Cl2N2
• Molecular Weight: 225.07
• Hs Code.: 2933599090
• European Community (EC) Number: 814-094-3
• DSSTox Substance ID: DTXSID40375486
• Nikkaji Number: J2.625.467A
• Wikidata: Q82164030
• Mol file: 27956-40-7.mol

Synonyms:2-Chloro-5-(4-chlorophenyl)pyrimidine;27956-40-7;Pyrimidine,2-chloro-5-(4-chlorophenyl)-;SCHEMBL1743253;DTXSID40375486;BQEPTIIJSKEJMX-UHFFFAOYSA-N;BCP26751;CBA95640;MFCD03426061;AKOS015851215;SB58025;2-chloro-5-(4-chloro-phenyl)-pyrimidine;CS-0328150;FT-0638739;J-016929

Chemical Property of 2-Chloro-5-(4-chlorophenyl)pyrimidine

Chemical Property:

• Vapor Pressure: 4.02E-06mmHg at 25°C
• Melting Point: 208-212 ºC
• Refractive Index: 1.604
• Boiling Point: 396 °C at 760 mmHg
• Flash Point: 225.5 °C
• PSA: 25.78000
• Density: 1.363 g/cm³
• LogP: 3.45040
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 223.9908036
• Heavy Atom Count: 14
• Complexity: 173

Purity/Quality:

98%min ^*data from raw suppliers

2-Chloro-5-(4-chlorophenyl)pyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CN=C(N=C2)Cl)Cl

Technology Process of 2-Chloro-5-(4-chlorophenyl)pyrimidine

There total 4 articles about 2-Chloro-5-(4-chlorophenyl)pyrimidine 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: 77.0%

4-Chlorophenylboronic acid (1679-18-1) + 5-Bromo-2-chloropyrimidine (32779-36-5) → 2-chloro-5-(4-chlorophenyl)pyrimidine (27956-40-7)

Guidance literature:

With potassium fluoride; palladium diacetate; In methanol; at 120 ℃; for 0.333333h; microwave irradiation;

DOI:10.1002/jhet.5570450420

Reference yield: 52.1%

→ 2-chloro-5-(4-chlorophenyl)pyrimidine (27956-40-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In toluene; at 100 ℃; for 3.5h; Inert atmosphere;

Reference yield:

2-(4-chlorophenyl)malondialdehyde (205676-17-1) → 2-chloro-5-(4-chlorophenyl)pyrimidine (27956-40-7)

Guidance literature:

Multi-step reaction with 2 steps

1: TsOH / toluene / 110 °C

2: PCl₃; POCl₃ / Heating

With toluene-4-sulfonic acid; trichlorophosphate; phosphorus trichloride; In toluene;

DOI:10.1016/S0960-894X(02)01036-3

upstream raw materials:

5-(4-chloro-phenyl)-1-methyl-1H-pyrimidin-2-one

2-(4-chlorophenyl)malondialdehyde

4-Chlorophenylboronic acid

5-Bromo-2-chloropyrimidine

Refernces

• 1、 Colombo, Matteo,Giglio, Marco,Peretto, Ilaria. "Simple microwave-assisted ligand-free Suzuki cross-coupling: Functionalization of halo-pyrimidine moieties". . p. 1077 - 1081. Retrieved 2008/12/20.