5-Cyanopyrimidine

Base Information

• Chemical Name: 5-Cyanopyrimidine
• CAS No.: 40805-79-6
• Molecular Formula: C5H3N3
• Molecular Weight: 105.1
• Hs Code.: 29335990
• European Community (EC) Number: 822-132-5
• DSSTox Substance ID: DTXSID00436587
• Nikkaji Number: J1.459.450G
• Wikidata: Q72459166
• Mol file: 40805-79-6.mol

Synonyms:5-Cyanopyrimidine;40805-79-6;Pyrimidine-5-carbonitrile;5-pyrimidinecarbonitrile;MFCD00235052;5-Cyano pyrimidine;5-Cyanopyrimidine?;SCHEMBL151747;5-cyanopyrimidine, AldrichCPR;AMY066;DTXSID00436587;XVIAPHVAGFEFFN-UHFFFAOYSA-N;CS-M0923;CL1906;AKOS005255397;PB29060;PS-9302;AC-27427;SY012641;FT-0649590;EN300-117374;A825298;J-524147;Z1201619938

Chemical Property of 5-Cyanopyrimidine

Chemical Property:

• Vapor Pressure: 0.044mmHg at 25°C
• Melting Point: 83.5-84 °C(Solv: ethanol (64-17-5))
• Refractive Index: 1.541
• Boiling Point: 237.641 °C at 760 mmHg
• PKA: 0.78±0.10(Predicted)
• Flash Point: 93.784 °C
• PSA: 49.57000
• Density: 1.226 g/cm³
• LogP: 0.34828
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 105.032697108
• Heavy Atom Count: 8
• Complexity: 106

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Cyanopyrimidine ^*data from reagent suppliers

Safty Information:

• Statements: 36
• Safety Statements: 26-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NC=N1)C#N
• Uses: 5-Cyanopyrimidine (cas# 40805-79-6) is a compound useful in organic synthesis.

Technology Process of 5-Cyanopyrimidine

There total 9 articles about 5-Cyanopyrimidine 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: 99.0%

5-bromopyrimidine (4595-59-9) + potassium hexacyanoferrate(II) trihydrate → pyrimidine-5-carbonitrile (40805-79-6)

Guidance literature:

With Palladium Nanoparticles with two shape-persistent covalent cages CC₁'; In N,N-dimethyl-formamide; at 140 ℃; for 15h; Reagent/catalyst; Inert atmosphere;

DOI:10.1021/jacs.5b13307

Reference yield: 95.0%

5-bromopyrimidine (4595-59-9) + potassium ferrocyanide → pyrimidine-5-carbonitrile (40805-79-6)

Guidance literature:

With 1-Butylimidazole; copper(l) iodide; In toluene; at 160 ℃; for 16h; Product distribution / selectivity;

Reference yield: 95.0%

5-bromopyrimidine (4595-59-9) + potassium hexacyanoferrate(II) → pyrimidine-5-carbonitrile (40805-79-6)

Guidance literature:

With 1-Butylimidazole; copper(l) iodide; In toluene; at 160 ℃; for 16h;

DOI:10.1002/chem.200700079

upstream raw materials:

5-bromopyrimidine

pyrimidine-5-carboxamide

ethyl pyrimidine-5-carboxylate

acetonitrile

Downstream raw materials:

1,3-pyrimidinyl-5-amidoxim

2-fluoro-N,N-dimethyl-4-(3-(pyrimidin-5-yl)-1,2,4-oxadiazol-5-yl)aniline

5-(2,3-difluorophenyl)-3-(pyrimidin-5-yl)-1,2,4-oxadiazole

pyrimidine-5-carboximidamide hydrochloride

Refernces

• 1、 Richardson, Jeffery,Mutton, Simon P.. "Improved Substrate Scope in the Potassium Hexacyanoferrate(II)-Based Cyanation for the Synthesis of Benzonitriles and Their Heterocyclic Analogues". . p. 4922 - 4931. Retrieved 2018/05/22.
• 2、 Mondal, Bijnaneswar,Acharyya, Koushik,Howlader, Prodip,Mukherjee, Partha Sarathi. "Molecular Cage Impregnated Palladium Nanoparticles: Efficient, Additive-Free Heterogeneous Catalysts for Cyanation of Aryl Halides". . p. 1709 - 1716. Retrieved 2016/02/20.