2-Amino-4-chloro-6-methylpyrimidine

Base Information

• Chemical Name: 2-Amino-4-chloro-6-methylpyrimidine
• CAS No.: 5600-21-5
• Deprecated CAS: 60451-67-4,63957-85-7
• Molecular Formula: C5H6ClN3
• Molecular Weight: 143.576
• Hs Code.: 29335995
• European Community (EC) Number: 227-018-3
• NSC Number: 23661,7892
• UNII: 8ZBB1FM476
• DSSTox Substance ID: DTXSID5022229
• Nikkaji Number: J616E
• Wikidata: Q27126362
• Metabolomics Workbench ID: 60306
• ChEMBL ID: CHEMBL1723906
• Mol file: 5600-21-5.mol

Synonyms:2-amino-4-chloro-6-methylpyrimidine;4-amino-6-chloro-2-methylpyrimidine;4-chloro-6-methyl-2-pyridinamine

Chemical Property of 2-Amino-4-chloro-6-methylpyrimidine

Chemical Property:

• Appearance/Colour: brown to light yellow powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 182-186 °C
• Refractive Index: 1.6
• Boiling Point: 326 °C at 760 mmHg
• PKA: 4.26±0.10(Predicted)
• Flash Point: 151 °C
• PSA: 51.80000
• Density: 1.349 g/cm³
• LogP: 1.60180
• Storage Temp.: -20°C
• Solubility.: acetic acid: soluble50mg/mL, clear, colorless to faintly yellow
• Water Solubility.: Insoluble in water.
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 143.0250249
• Heavy Atom Count: 9
• Complexity: 98.2

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-4-chloro-6-methylpyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 22-24/25-37/39-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=NC(=N1)N)Cl
• Uses: 2-Amino-4-chloro-6-methylpyrimidine was used to study the influence of chlorine substitution in pyrimidine ring on proton donor ability of amino group in 2-aminopyrimidine.

Technology Process of 2-Amino-4-chloro-6-methylpyrimidine

There total 10 articles about 2-Amino-4-chloro-6-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: 98.0%

2-amino-6-methylpyrimidin-4-ol (3977-29-5) → 2-amino-6-methyl-4-chloropyrimidine (5600-21-5)

Guidance literature:

With trichlorophosphate; for 2h; Reflux;

DOI:10.1002/ejoc.201800594

Reference yield: 54.0%

2-amino-6-methyl-3H-pyrimidin-4-one (3977-29-5) → 2-amino-6-methyl-4-chloropyrimidine (5600-21-5)

Guidance literature:

With trichlorophosphate; Reflux;

DOI:10.1134/S1070363215010144

Reference yield:

2,4-dichloro-6-methylpyrimidine (5424-21-5) → 2-amino-6-methyl-4-chloropyrimidine (5600-21-5) + 2-chloro-6-methyl-pyrimidin-4-ylamine (14394-60-6)

Guidance literature:

With ethanol; ammonia; at 100 ℃; im Rohr;

upstream raw materials:

2,4-dichloro-6-methylpyrimidine

2-amino-6-methyl-3H-pyrimidin-4-one

trichlorophosphate

ammonia

Downstream raw materials:

4-methyl-6-(piperidin-1-yl)pyrimidin-2-amine

2-amino-4-methylthio-6-methylpyrimidine

4-methyl-6-(toluene-4-sulfonyl)-pyrimidin-2-ylamine

2-amino-6-methoxy-4-methylpyrimidine

Refernces

• 1、 -. "Preparation method of 2-chloro-4-amino-6-methylpyrimidine compound". Paragraph 0012; 0013. . Retrieved 2020/03/06.
• 2、 Santoso, Kristiana T.,Cheung, Chen-Yi,Hards, Kiel,Cook, Gregory M.,Stocker, Bridget L.,Timmer, Mattie S. M.. "Synthesis and Investigation of Phthalazinones as Antitubercular Agents". supporting information. p. 1278 - 1285. Retrieved 2019/02/24.