4-(Chloromethyl)-2-methylpyrimidine

Base Information

• Chemical Name: 4-(Chloromethyl)-2-methylpyrimidine
• CAS No.: 89967-01-1
• Molecular Formula: C6H7 Cl N2
• Molecular Weight: 142.58618
• Hs Code.: 2933599090
• European Community (EC) Number: 833-667-9
• DSSTox Substance ID: DTXSID50532528
• Wikidata: Q82405197
• Mol file: 89967-01-1.mol

Synonyms:4-(Chloromethyl)-2-methylpyrimidine;89967-01-1;PYRIMIDINE, 4-(CHLOROMETHYL)-2-METHYL-;SCHEMBL7995607;DTXSID50532528;MFCD10697077;AKOS012040496;AB58939;Pyrimidine,4-(chloromethyl)-2-methyl-(9ci);EN300-190776;F53395;J-513692

Chemical Property of 4-(Chloromethyl)-2-methylpyrimidine

Chemical Property:

• PSA: 25.78000
• LogP: 1.52380
• Storage Temp.: 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 142.0297759
• Heavy Atom Count: 9
• Complexity: 87.1

Purity/Quality:

98%min ^*data from raw suppliers

4-(Chloromethyl)-2-methylpyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC=CC(=N1)CCl

Technology Process of 4-(Chloromethyl)-2-methylpyrimidine

There total 4 articles about 4-(Chloromethyl)-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: 70.0%

(2-methylpyrimidin-4-yl)methanol → 4-(chloromethyl)-2-methylpyrimidine (89967-01-1)

Guidance literature:

(2-methylpyrimidin-4-yl)methanol; With methanesulfonyl chloride; triethylamine; In dichloromethane; at 0 ℃; for 1h;

With lithium chloride; In tetrahydrofuran; dichloromethane; at 45 ℃; for 5h;

DOI:10.1016/j.tet.2019.05.005

Reference yield: 53.0%

2,6-dimethylpyrimidine 1-oxide (33342-84-6) → 4-(chloromethyl)-2-methylpyrimidine (89967-01-1)

Guidance literature:

With trichlorophosphate; In 1,4-dioxane;

Reference yield:

2,4-dimethylpyrimidine (14331-54-5) → 4-(chloromethyl)-2-methylpyrimidine (89967-01-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 32 percent / m-chloroperbenzoic acid / CHCl₃ / 24 h / Ambient temperature

2: 53 percent / phosphoryl chloride / dioxane

With 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In 1,4-dioxane; chloroform;

upstream raw materials:

2,6-dimethylpyrimidine 1-oxide

2,4-dimethylpyrimidine

ethyl 2-methylpyrimidine-4-carboxylate

Downstream raw materials:

4-methoxymethyl-2-methylpyrimidine

2-methoxymethyl-4-methylpyrimidine

Refernces

• 1、 Sakamoto, Takao,Yoshizawa, Hiroshi,Kaneda, Sohichi,Hama, Yoshiaki,Yamanaka, Hiroshi. "Studies on Pyrimidine Derivatives. XXXII. Reaction of 4-Substituted 2,6-Dimethylpyrimidine 1-Oxides with Phosphoryl Chloride". . p. 4533 - 4538. Retrieved 2007/10/02.