4,5,6-Trichloropyrimidine

Base Information

• Chemical Name: 4,5,6-Trichloropyrimidine
• CAS No.: 1780-27-4
• Molecular Formula: C4HCl3N2
• Molecular Weight: 183.424
• Hs Code.: 2933599090
• European Community (EC) Number: 605-816-6
• NSC Number: 66902
• DSSTox Substance ID: DTXSID20290123
• Wikidata: Q72510414
• ChEMBL ID: CHEMBL1965328
• Mol file: 1780-27-4.mol

Synonyms:4,5,6-Trichloropyrimidine;1780-27-4;Pyrimidine, 4,5,6-trichloro-;MFCD08458457;NSC66902;4,5,6 trichloropyrimidine;SCHEMBL83499;CHEMBL1965328;DTXSID20290123;AMY11059;BCP15609;BBL101621;NSC 66902;NSC-66902;STL555417;AKOS005259919;AC-2411;CS-W017036;PS-3884;SB57790;NCI60_024048;SY006155;A3953;FT-0648452;T2550;EN300-100614;Z1201624656

Chemical Property of 4,5,6-Trichloropyrimidine

Chemical Property:

• Appearance/Colour: Pale yellow to white crystals
• Vapor Pressure: 0.019mmHg at 25°C
• Melting Point: 53 °C
• Refractive Index: 1.578
• Boiling Point: 261.2 °C at 760 mmHg
• PKA: -5.72±0.26(Predicted)
• Flash Point: 137 °C
• PSA: 25.78000
• Density: 1.641 g/cm³
• LogP: 2.43680
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 181.920531
• Heavy Atom Count: 9
• Complexity: 89.8

Purity/Quality:

99.5% ^*data from raw suppliers

4,5,6-Trichloropyrimidine >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=NC(=C(C(=N1)Cl)Cl)Cl

Technology Process of 4,5,6-Trichloropyrimidine

There total 9 articles about 4,5,6-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: 95.4%

5-hydroxy-4,6-(1H,5H)-pyrimidinedione → 4,5,6-trichloropyrimidine (1780-27-4)

Guidance literature:

5-hydroxy-4,6-(1H,5H)-pyrimidinedione; With phosgene; In dichloromethane; for 2h;

In dichloromethane; at 15 - 25 ℃; for 12h;

With sodium hydroxide; In dichloromethane; for 3h;

Reference yield: 93.0%

→ 4,5,6-trichloropyrimidine (1780-27-4) + 2,4,5,6-tetrachloropyrimidine (1780-40-1)

Guidance literature:

Reference yield: 93.0%

2,2-dichloro-3-dimethylaminopropionitrile monohydrochloride + 2,2,3-trichloro-3-dimethylaminopropionitrile monohydrochloride + 3-dimethylaminopropiononitrile (1738-25-6) → 4,5,6-trichloropyrimidine (1780-27-4) + 2,4,5,6-tetrachloropyrimidine (1780-40-1)

Guidance literature:

3-dimethylaminopropiononitrile; With hydrogenchloride; chlorine; Triphenylphosphine oxide; In trichlorophosphate; at 10 - 15 ℃; for 17h;

2,2-dichloro-3-dimethylaminopropionitrile monohydrochloride; 2,2,3-trichloro-3-dimethylaminopropionitrile monohydrochloride; With oxygen; chlorine; Triphenylphosphine oxide; In trichlorophosphate; at 74 - 76 ℃; for 39h;

upstream raw materials:

5-chloro-1H-pyrimidine-4,6-dione

4,6-dichloro-5-nitropyrimidine

1,2-dimethoxyethane

palladium

Downstream raw materials:

4,5,6-trifluoropyrimidine

6-chloropurine

C₂₀H₁₃Cl₂F₃N₄O

5-chloro-4,6-difluoro-pyrimidine

Refernces

• 1、 -. "Method for synthesizing adenine and derivatives thereof". Paragraph 0032; 0039; 0040. . Retrieved 2017/07/19.
• 2、 -. "PYRIMIDINE DERIVATIVES AND HERBICIDES CONTAINING THE SAME". . . Retrieved 2008/06/13.