Pyrimidine

Base Information

• Chemical Name: Pyrimidine
• CAS No.: 289-95-2
• Molecular Formula: C4H4N2
• Molecular Weight: 80.0892
• Hs Code.: 29335990
• European Community (EC) Number: 206-026-0
• NSC Number: 89305
• UNII: K8CXK5Q32L
• DSSTox Substance ID: DTXSID1051228
• Nikkaji Number: J2.568B
• Wikipedia: Pyrimidine
• Wikidata: Q207722
• NCI Thesaurus Code: C789
• Metabolomics Workbench ID: 38304
• ChEMBL ID: CHEMBL15562
• Mol file: 289-95-2.mol

Synonyms:pyrimidine

Chemical Property of Pyrimidine

Chemical Property:

• Appearance/Colour: white solid or colourless liquid
• Vapor Pressure: 16.8mmHg at 25°C
• Melting Point: 19-22 °C(lit.)
• Refractive Index: n20/D 1.504(lit.)
• Boiling Point: 122.4 °C at 760 mmHg
• PKA: 1.23(at 20℃)
• Flash Point: 31.1 °C
• PSA: 25.78000
• Density: 1.055 g/cm³
• LogP: 0.47660
• Storage Temp.: Flammables area
• Sensitive.: Hygroscopic
• Solubility.: soluble
• Water Solubility.: soluble
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 80.037448136
• Heavy Atom Count: 6
• Complexity: 32.5

Purity/Quality:

98% ^*data from raw suppliers

Pyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:
• Hazard Codes: R10:
• Statements: 10
• Safety Statements: 23-24/25-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyrimidines
• Canonical SMILES: C1=CN=CN=C1
• Recent EU Clinical Trials: Neuroinflammation in cognitive decline post-cardiac surgery: the FOCUS study
• Uses: Pyrimidine is a heterocyclic organic molecule present in many pharmaceutical and naturally derived compounds. Used in the synthesis and discovery of antiviral medication, such as in the case of HIV and HSV. Also used in the synthesis of potent inhibitors of 15-lipoxygenase in the reduction of the release of leukotrienes. 1. It has no direct applications itself with its derivatives cytosine, uracil and thymine being important components of nucleic acid. Many drugs (such as sulfadiazine, trimethoprim and 6-mercaptopurine) contain pyrimidine ring. 2. Pyrimidine is widely used as pharmaceutical raw materials for the production of vitamin B, sulfadiazine, sulfadimidine, sulfamonomethoxine pyrimidine; pesticide raw materials, such as diazinon, pyrimidinol, blasticidin, bromacil, rumacil, crimidine, dodemorph, dimethirimol, ethirimol, bupirimate, pirazinon, pirimicarb, primicid, pirimiphos-methyl, polyoxin, pyramat, Pirimiphos-ethyl, etrimfos, triarimol, fenarimol and uracil, etc.; dye raw materials, for example, dyes with trihalogenated pyrimidine nucleus can react well with fiber and as reactive dyes, they have attracted people's attention. 3. It can be used as pharmaceutical intermediates, raw materials such as photosensitive agent Pyrimidine is used as building block in chemical synthesis. Product Data Sheet Pyrimidine was used to assess the extent of pyrimidine/purine asymmetry quantitatively. It was also used to study the photoinduced ion chemistry of the halogenated pyrimidines, a class of prototype radiosensitizing molecules.

Technology Process of Pyrimidine

There total 89 articles about 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: 85.0%

2-thioxopyrimidine (1450-85-7) → PYRIMIDINE (289-95-2,25247-63-6)

Guidance literature:

With dihydrogen peroxide; acetic acid; at 25 ℃; for 0.0833333h;

DOI:10.3891/acta.chem.scand.49-0225

Reference yield: 70.0%

5-bromopyrimidine (4595-59-9) → PYRIMIDINE (289-95-2,25247-63-6) + 5-methoxypyrimidine (31458-33-0)

Guidance literature:

With sodium methylate; In methanol; ethyl acetate;

Reference yield: 55.0%

pyrimidin-5-amine (591-55-9) → PYRIMIDINE (289-95-2,25247-63-6)

Guidance literature:

With isopentyl nitrite; In tetrahydrofuran; at 120 ℃; for 0.333333h; under 5250.53 Torr;

DOI:10.3390/molecules24101996

upstream raw materials:

2,6-Dichloropyrimidine

2,5-dichloropyrimidine

4,6-dichloropyrimidine

pyrimidine-4-carboxylic acid

Downstream raw materials:

4-(furan-2-yl)pyrimidine

4-(pyridin-3-yl)pyrimidine

4-Benzothiazolyl-(2)-pyrimidin

4-phenylpyrimidine

Refernces

• 1、 Guzmán-Mar, Jorge L.,Hernández-Ramírez, Aracely,Hinojosa-Reyes, Laura,Mendiola-Alvarez, Sandra Y.,Palomino-Cabello, Carlos,Turnes-Palomino, Gemma. "Coupled heterogeneous photocatalysis using a P-TiO2-αFe2O3 catalyst and K2S2O8 for the efficient degradation of a sulfonamide mixture". . . Retrieved 2020/03/18.
• 2、 Felipe-Blanco, Diego,Alonso, Francisco,Gonzalez-Gomez, Jose C.. "Salicylic Acid-Catalyzed One-Pot Hydrodeamination of Aromatic Amines by tert-Butyl Nitrite in Tetrahydrofuran". supporting information. p. 2857 - 2863. Retrieved 2017/08/23.