4-Chloro-2-methoxypyrimidine

Base Information

• Chemical Name: 4-Chloro-2-methoxypyrimidine
• CAS No.: 51421-99-9
• Molecular Formula: C5H5ClN2O
• Molecular Weight: 144.56
• Hs Code.: 2933599090
• European Community (EC) Number: 640-631-4
• DSSTox Substance ID: DTXSID10341714
• Nikkaji Number: J526.200C
• Wikidata: Q72453492
• Mol file: 51421-99-9.mol

Synonyms:4-Chloro-2-methoxypyrimidine;51421-99-9;4-Chloro-2-methoxy-pyrimidine;Pyrimidine, 4-chloro-2-methoxy-;MFCD09025734;SCHEMBL61938;4-Chloro-2-methoxypyrimidine #;6-chloro 2,4-methoxypyrimidine;DTXSID10341714;AKOS006282331;AB49109;CS-W019670;PS-4732;AM100898;SY037307;FT-0658498;EN300-107628;A828586;J-514961;ETHYL5-CHLORO-2-METHYL-4-SULFAMOYLPHENYLCARBAMATE

Chemical Property of 4-Chloro-2-methoxypyrimidine

Chemical Property:

• Vapor Pressure: 0.08mmHg at 25°C
• Refractive Index: 1.52
• Boiling Point: 234.507 °C at 760 mmHg
• PKA: -0.22±0.20(Predicted)
• Flash Point: 95.627 °C
• PSA: 35.01000
• Density: 1.293 g/cm³
• LogP: 1.13860
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 144.0090405
• Heavy Atom Count: 9
• Complexity: 91

Purity/Quality:

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

4-Chloro-2-methoxypyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=NC=CC(=N1)Cl

Technology Process of 4-Chloro-2-methoxypyrimidine

There total 4 articles about 4-Chloro-2-methoxypyrimidine 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: 90.0%

2,6-Dichloropyrimidine (3934-20-1) + sodium methylate (124-41-4) → 2-chloro-4-methoxypyrimidine (22536-63-6) + 4-chloro-2-methoxy-pyrimidine (51421-99-9)

Guidance literature:

In methanol; Yields of byproduct given; Ambient temperature;

Reference yield: 87.0%

4-amino-2-methoxypyrimidine (3289-47-2) → 4-chloro-2-methoxy-pyrimidine (51421-99-9)

Guidance literature:

With copper dichloride; isopentyl nitrite; In acetonitrile; at 82 ℃; for 24h; chemoselective reaction;

DOI:10.2174/157017811797249371

Reference yield:

4-amino-2-methoxypyrimidine (3289-47-2) → 4-chloro-2-methoxy-pyrimidine (51421-99-9) + 2-Methoxy-4-hydroxypyrimidin (25902-86-7)

Guidance literature:

With hydrogenchloride; water; copper(I) bromide; sodium nitrite; In acetonitrile; for 6h; chemoselective reaction; Reflux;

DOI:10.2174/157017811797249371

upstream raw materials:

2,6-Dichloropyrimidine

sodium methylate

4-amino-2-methoxypyrimidine

Downstream raw materials:

4-(4-(trifluoromethyl)phenyl)pyrimidin-2(1H)-one

2-chloro-5-(2-methoxy-pyrimidin-4-ylsulfanyl)-benzoic acid

2-chloro-5-(2-methoxy-pyrimidin-4-yloxy)-benzoic acid

6-(2-methoxypyrimidin-4-yl)-2-phenoxymethyl-6H-imidazo[1,2-c]pyrimidin-5-one

Refernces

• 1、 Katritzky, Alan R.,Baykut, Gokhan,Rachwal, Stanislaw,Szafran, Miroslaw,Caster, Kenneth C.,Eyler, John. "The Tautomeric Equilibria of Thio Analogues of Nucleic Acid Bases. Part 1. 2-Thiouracil: Background, Preparation of Model Compounds, and Gas-phase Proton Affinities". . p. 1499 - 1506. Retrieved 2007/10/02.