2,4,5-Trichloropyrimidine

Base Information

• Chemical Name: 2,4,5-Trichloropyrimidine
• CAS No.: 5750-76-5
• Molecular Formula: C4HCl3N2
• Molecular Weight: 183.424
• Hs Code.: 29335990
• Mol file: 5750-76-5.mol

Synonyms:Pyrimidine, 2,4,5-trichloro-;

Chemical Property of 2,4,5-Trichloropyrimidine

Chemical Property:

• Appearance/Colour: Colorless to pale yellow liquid
• Vapor Pressure: 0.0221mmHg at 25°C
• Refractive Index: 1.578
• Boiling Point: 258.5 °C at 760 mmHg
• PKA: -4.26±0.29(Predicted)
• Flash Point: 135.1 °C
• PSA: 25.78000
• Density: 1.641 g/cm³
• LogP: 2.43680
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Water Solubility.: Not miscible or difficult to mix in water.

Purity/Quality:

99% ^*data from raw suppliers

2,4,5-Trichloropyrimidine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 2,4,5-Trichloropyrimidine is used in the synthesis of potent and selective anaplastic lymphoma kinase (ALK-5) inhibitors, used as an anti-tumor treatment. Also used in the synthesis of EGFR inhibitors.

Technology Process of 2,4,5-Trichloropyrimidine

There total 5 articles about 2,4,5-Trichloropyrimidine 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: 95.0%

5-chlorouracil (1820-81-1) → 2,4,5-trichloropyrimidine (5750-76-5)

Guidance literature:

With phosphorus pentachloride; trichlorophosphate; Neat (no solvent); Heating / reflux;

Reference yield: 91.0%

2,4-dihydroxy-5-chloropyrimidine (1820-81-1,107577-08-2) → 2,4,5-trichloropyrimidine (5750-76-5)

Guidance literature:

With dmap; thionyl chloride; bis(trichloromethyl) carbonate; for 10h; Reflux; Green chemistry;

DOI:10.1021/acs.oprd.9b00407

Reference yield: 91.0%

→ 2,4,5-trichloropyrimidine (5750-76-5)

Guidance literature:

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

upstream raw materials:

5-chlorouracil

disulfur dichloride

2,4-dihydroxy-5-chloropyrimidine

Downstream raw materials:

5-chloro-2,4-dimethoxypyrimidine

2,5-dichloro-4-phenylpyrimidine

6-phenyl-2,4,5-trichloro-1,6-dihydropyrimidine

3-(2,5-dichloropyrimidin-4-yl)-1-(phenylsulfonyl)-1H-indole

Refernces

• 1、 -. "Preparation method for 2,4-dichloropyrimidine and derivatives thereof". Paragraph 0048; 0049. . Retrieved 2019/04/14.
• 2、 Wang, Han,Wen, Kun,Wang, Le,Xiang, Ye,Xu, Xiaocheng,Shen, Yongjia,Sun, Zhihua. "Large-scale solvent-free chlorination of hydroxy-pyrimidines,-pyridines,- pyrazines and-amides using equimolar POCl3". experimental part. p. 4533 - 4544. Retrieved 2012/06/30.