2,4-Dichloropyrimidine

Base Information

• Chemical Name: 2,4-Dichloropyrimidine
• CAS No.: 3934-20-1
• Deprecated CAS: 1846580-24-2
• Molecular Formula: C4H2Cl2N2
• Molecular Weight: 148.979
• Hs Code.: 29335990
• European Community (EC) Number: 223-508-6
• NSC Number: 49119,37531,20212
• UNII: YV96122OCD
• DSSTox Substance ID: DTXSID9049293
• Nikkaji Number: J189I
• Wikipedia: 2,4-dichloropyrimidine
• Wikidata: Q72468049
• ChEMBL ID: CHEMBL3188699
• Mol file: 3934-20-1.mol

Synonyms:2,6-Dichloropyrimidine;Pyrimidine, 2,4-dichloro-;

Chemical Property of 2,4-Dichloropyrimidine

Chemical Property:

• Appearance/Colour: White solid
• Vapor Pressure: 0.298mmHg at 25°C
• Melting Point: 57-61 °C(lit.)
• Refractive Index: 1.559
• Boiling Point: 209.1 °C at 760 mmHg
• PKA: -2.84±0.20(Predicted)
• Flash Point: 104.3 °C
• PSA: 25.78000
• Density: 1.493 g/cm³
• LogP: 1.78340
• Storage Temp.: −20°C
• Sensitive.: Moisture Sensitive
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• Water Solubility.: Soluble in water (partly), methanol, chloroform, and ethyl acetate.
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 147.9595035
• Heavy Atom Count: 8
• Complexity: 78.4

Purity/Quality:

98% ^*data from raw suppliers

2,4-Dichloropyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-28A

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CN=C(N=C1Cl)Cl
• Uses: 2,4-Dichloropyrimidine was used in the synthesis of medicinally important 4-aryl-5-pyrimidinylimidazoles.

Technology Process of 2,4-Dichloropyrimidine

There total 14 articles about 2,4-Dichloropyrimidine 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: 98.0%

uracil (66-22-8,144104-68-7,18324-22-6,27072-01-1,2920-92-5,51953-19-6) → 2,6-Dichloropyrimidine (3934-20-1)

Guidance literature:

With trichlorophosphate; at 105 ℃;

DOI:10.1021/jm4014778

Reference yield: 95.0%

2,4-dihydroxypyrimidine (66-22-8,51953-14-1) → 2,6-Dichloropyrimidine (3934-20-1)

Guidance literature:

With dmap; thionyl chloride; bis(trichloromethyl) carbonate; at 65 - 70 ℃;

Reference yield: 60.0%

4-Chloro-2-methylthiopyrimidine (49844-90-8) → 2,6-Dichloropyrimidine (3934-20-1)

Guidance literature:

With sulfuryl dichloride; In dichloromethane; acetonitrile; at 0 ℃; for 24h;

DOI:10.1016/j.tetlet.2010.06.056

upstream raw materials:

4-hydroxy-2-mercaptopyrimidine

dichlorotriphenoxyphosphorane

uracil

2,4,6-trichloropyrimidine

Downstream raw materials:

2-chloro-4-methoxypyrimidine

2,4-diethoxypyrimidine

2,4-bis-ethylmercapto-pyrimidine

2-chloro-pyrimidin-4-yl thiocyanate

Refernces

• 1、 Manzoor, Shoaib,Gabr, Moustafa T.,Rasool, Bisma,Pal, Kavita,Hoda, Nasimul. "Dual targeting of acetylcholinesterase and tau aggregation: Design, synthesis and evaluation of multifunctional deoxyvasicinone analogues for Alzheimer's disease". . . Retrieved 2021/09/28.
• 2、 Cornella, Josep,Faber, Teresa,Gómez-Palomino, Alejandro,Ghiazza, Clément. "Deaminative chlorination of aminoheterocycles". . . Retrieved 2021/12/23.