5-Chloro-4-methylpyrimidine

Base Information

• Chemical Name: 5-Chloro-4-methylpyrimidine
• CAS No.: 54198-82-2
• Molecular Formula: C5H5ClN2
• Molecular Weight: 128.561
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID301310223
• Mol file: 54198-82-2.mol

Synonyms:5-CHLORO-4-METHYLPYRIMIDINE;54198-82-2;Pyrimidine, 5-chloro-4-methyl-;MFCD10574687;4-methyl-5-chloropyrimidine;SCHEMBL8313228;DTXSID301310223;AKOS006304560;SB55822;BS-42426;SY021507;CS-0045586;F17326

Chemical Property of 5-Chloro-4-methylpyrimidine

Chemical Property:

• Vapor Pressure: 0.479mmHg at 25°C
• Melting Point: 151-152℃
• Refractive Index: 1.529
• Boiling Point: 199.6°Cat760mmHg
• PKA: 0.50±0.16(Predicted)
• Flash Point: 92.8°C
• PSA: 25.78000
• Density: 1.234g/cm³
• LogP: 1.43840
• 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: 76.8

Purity/Quality:

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

6-Chloro-4-methylpyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC=NC=C1Cl

Technology Process of 5-Chloro-4-methylpyrimidine

There total 4 articles about 5-Chloro-4-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: 47.0%

4,5-dichloro-6-methyl-pyrimidine (83942-10-3) → 5-chloro-4-methylpyrimidine (54198-82-2)

Guidance literature:

With toluene-4-sulfonic acid hydrazide; In chloroform; for 12h; Heating;

Reference yield:

5-chloro-4-methyl-4,5-dihydropyrimidine (1449706-97-1) → 5-chloro-4-methylpyrimidine (54198-82-2)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; at 0 ℃; for 6h;

Reference yield:

4-methyl-1H-imidazole (822-36-6) + chloroform (67-66-3,8013-54-5) → 2-chloro-6-methylpyrazine (38557-71-0) + 4-methyl-6-chloropyrimidine (3435-25-4) + 2-chloro-5-methyl-pyrazine (59303-10-5) + 5-chloro-4-methylpyrimidine (54198-82-2)

Guidance literature:

at 550 ℃; Yield given. Yields of byproduct given;

DOI:10.1039/P19800001427

upstream raw materials:

4-methyl-1H-imidazole

chloroform

4,5-dichloro-6-methyl-pyrimidine

5-chloro-4-methyl-4,5-dihydropyrimidine

Downstream raw materials:

5-Chloro-4-methyl-pyrimidine 1-oxide

5-Chloro-4-methyl-pyrimidine 3-oxide

5-Chloro-4-methyl-pyrimidine-2-carbonitrile

5-Chloro-6-methyl-pyrimidine-4-carbonitrile

Refernces

• 1、 Yamanaka, Hiroshi,Sakamoto, Takao,Nishimura, Sumiko,Sagi, Mataichi. "Studies on Pyrimidine Derivatives. XXXIX. Site-Selectivity in the Reaction of 5-Substituted and 4,5-Disubstituted Pyrimidine N-Oxides with Trimethylsilyl Cynanide". . p. 3119 - 3126. Retrieved 2007/10/02.