2-Chloropyrimidine

Base Information

• Chemical Name: 2-Chloropyrimidine
• CAS No.: 1722-12-9
• Molecular Formula: C4H3ClN2
• Molecular Weight: 114.534
• Hs Code.: 29339900
• European Community (EC) Number: 217-020-2
• NSC Number: 43544
• UNII: 94EZW2WL9E
• DSSTox Substance ID: DTXSID70169214
• Nikkaji Number: J147.988A
• Wikidata: Q72458863
• Mol file: 1722-12-9.mol

Synonyms:2-chloropyrimidine

Chemical Property of 2-Chloropyrimidine

Chemical Property:

• Appearance/Colour: yellowish to pale orange crystals or cryst. powder
• Vapor Pressure: 0.487mmHg at 25°C
• Melting Point: 63-66 °C(lit.)
• Refractive Index: 1.534
• Boiling Point: 199.2 °C at 760 mmHg
• PKA: -1.46±0.13(Predicted)
• Flash Point: 109.2 °C
• PSA: 25.78000
• Density: 1.303 g/cm³
• LogP: 1.13000
• Storage Temp.: Refrigerator
• Sensitive.: Moisture Sensitive
• Solubility.: Methanol, Water
• Water Solubility.: Slightly soluble in water. 33.3 mg soluble in 1 mL of alcohol.
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 113.9984758
• Heavy Atom Count: 7
• Complexity: 51.7

Purity/Quality:

98% ^*data from raw suppliers

2-Chloropyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36-36/38-36/37/38
• Safety Statements: 26-37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyrimidines
• Canonical SMILES: C1=CN=C(N=C1)Cl
• Uses: 2-Chloropyrimidine is a monochlorinated pyrimidine with plant growth regulating activity. Chloropyrimidine is a useful reagent in the preparation of antivirals and other biologically active compounds. 2-Chloropyrimidine is a useful reagent in the preparation of antivirals and other biologically active compounds. It was used in the synthesis of 4?-(1,1?-(5-(2-methoxyphenoxy)-[2,2?-bipyrimidine]-4,6-diyl)bis(1H-pyrazol-3,1-diyl)) dianiline fluorescent dye, biosensor for protein assay, 2-amino-4-heteroarylpyrimidines, cis- and trans-octahydropyrrolo[2,3]pyridine derivatives.

Technology Process of 2-Chloropyrimidine

There total 28 articles about 2-Chloropyrimidine 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: 70.0%

2-sulfanylpyrimidine (131242-36-9) → 2-chloropyrimidine (1722-12-9,1195939-87-7)

Guidance literature:

2-sulfanylpyrimidine; With trichloroisocyanuric acid; water; benzyltrimethylammonium chloride; In acetonitrile; at -30 - -25 ℃; for 0.5h;

With isobutylamine; In acetonitrile; Further stages.;

DOI:10.1080/00397910701356942

Reference yield: 70.0%

2-hydroxypyrimidine (557-01-7,51953-13-0) → 2-chloropyrimidine (1722-12-9,1195939-87-7)

Guidance literature:

With trichlorophosphate;

DOI:10.1016/S0040-4039(00)00007-1

Reference yield: 65.0%

(2-chloropyrimidin-5-yl)boronic acid (1003845-06-4) → 2-chloropyrimidine (1722-12-9,1195939-87-7)

Guidance literature:

With 2-bromo-pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In ethanol; toluene; Reflux;

DOI:10.1021/op060241c

upstream raw materials:

2-aminopyrimidine

2,6-Dichloropyrimidine

2-pyrimidinone hydrochloride

triethylaluminum

Downstream raw materials:

2-(piperidin-1-yl)pyrimidine

N-(2-pyridinyl)piperazine

1,4-di-pyrimidin-2-yl-piperazine

2-(4-methylpiperazin-1-yl)pyrimidine

Refernces

• 1、 Lu, Hongtao,Wang, Shengqiang,Li, Jingya,Zou, Dapeng,Wu, Yusheng,Wu, Yangjie. "Efficient synthesis of pyrazine boronic esters via palladium-catalyzed Miyaura borylation". supporting information. p. 839 - 842. Retrieved 2017/02/10.
• 2、 -. "Semiconducting Material Comprising Aza-Substituted Phosphine Oxide Matrix and Metal Salt". . . Retrieved 2016/05/11.