5-Chloro-2-methylpyrimidine

Base Information

• Chemical Name: 5-Chloro-2-methylpyrimidine
• CAS No.: 54198-89-9
• Molecular Formula: C5H5ClN2
• Molecular Weight: 128.561
• Hs Code.: 2933599090
• NSC Number: 165372
• DSSTox Substance ID: DTXSID80304311
• Wikidata: Q82050149
• Mol file: 54198-89-9.mol

Synonyms:5-chloro-2-methylpyrimidine;54198-89-9;PYRIMIDINE, 5-CHLORO-2-METHYL-;NSC165372;2-methyl-5-chloropyrimidine;SCHEMBL1045564;DTXSID80304311;CS-D1091;MFCD10574686;AKOS006304559;AB56396;NSC-165372;AS-30860;FT-0648622;A870524;J-517328

Chemical Property of 5-Chloro-2-methylpyrimidine

Chemical Property:

• Vapor Pressure: 2.06mmHg at 25°C
• Melting Point: 56-57 °C
• Refractive Index: 1.529
• Boiling Point: 169.3 °C at 760 mmHg
• PKA: 0.46±0.22(Predicted)
• Flash Point: 70.1 °C
• PSA: 25.78000
• Density: 1.234 g/cm³
• LogP: 1.43840
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 128.0141259
• Heavy Atom Count: 8
• Complexity: 68.8

Purity/Quality:

99% ^*data from raw suppliers

5-Chloro-2-methylpyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC=C(C=N1)Cl
• Uses: 5-Chloro-2-methylpyrimidine is a reagent that is synthesized from 2,5-Dichloropyrimidine, which is a reactant that has been used in the synthesis of BI 207524, an Indole Diamide NS5B Thumb Pocket 1 Inhibitor for the potential treatment of chronic hepatitis C virus.

Technology Process of 5-Chloro-2-methylpyrimidine

There total 3 articles about 5-Chloro-2-methylpyrimidine 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:

2-methylimidazole (693-98-1) + chloroform (67-66-3,8013-54-5) → 4-chloro-2-methylpyrimidine (4994-86-9) + 5-chloro-2-methylpyrimidine (54198-89-9) + 2-chloro-3-methylpyrazine (95-58-9)

Guidance literature:

at 550 ℃; Product distribution; reactions of 1-unsubstituted imidazoles with chloroform at 550 deg C; liquid-phase reactions with sodium trichloroacetate and hexachloroacetone;

DOI:10.1039/P19800001427

Reference yield:

lysidine (534-26-9) + chloroform (67-66-3,8013-54-5) → 2-methylpyrimidine (5053-43-0) + 5-chloro-2-methylpyrimidine (54198-89-9) + 2-chloro-3-methylpyrazine (95-58-9)

Guidance literature:

at 550 ℃; Product distribution; liquid-phase reaction with hexachloroacetone and MeONa; reactions of imidazolines, anils and 1-methylimidazole with CHCl₃ at 550 deg C, their liquid-phase reactions with trichloroacetate ion and hexachloroacetone and base;

DOI:10.1039/P19800001431

Reference yield:

2,4-dimethyl-2-imidazoline (930-61-0) + chloroform (67-66-3,8013-54-5) → 2,4-dimethylpyrimidine (14331-54-5) + 2,5-dimethyl-pyrazine (123-32-0) + 5-chloro-2-methylpyrimidine (54198-89-9) + 4-chloro-2,6-dimethylpyrimidine (4472-45-1)

Guidance literature:

at 550 ℃; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1039/P19800001431

upstream raw materials:

lysidine

chloroform

2-methylimidazole

2,4-dimethyl-2-imidazoline

Refernces

• 1、 Busby, Reginald E.,Khan, Mohammad A.,Khan, Mohammad R.,Parrick, John,Shaw, C. J. Granville,Iqbal, Mohammad. "Reactions of Halogenomethanes in the Vapor Phase. Part 4. The Reactions of Imidazoles with Chloroform at 550 deg C, and a Comparison with their Liquid-phase Reactions with Trichloroacetate Ion or Hexachloroacetone and Base". . p. 1427 - 1430. Retrieved 2007/10/02.