4,6-Dichloro-2-methyl-5-nitropyrimidine

Base Information

• Chemical Name: 4,6-Dichloro-2-methyl-5-nitropyrimidine
• CAS No.: 13162-43-1
• Molecular Formula: C5H3Cl2N3O2
• Molecular Weight: 208.004
• Hs Code.: 2933599090
• European Community (EC) Number: 236-105-5
• DSSTox Substance ID: DTXSID4065367
• Nikkaji Number: J317.843I
• Wikidata: Q72466829
• Mol file: 13162-43-1.mol

Synonyms:4,6-Dichloro-2-methyl-5-nitropyrimidine;13162-43-1;Pyrimidine, 4,6-dichloro-2-methyl-5-nitro-;4,6-Dichloro-2-methyl-5-nitro-pyrimidine;C5H3Cl2N3O2;EINECS 236-105-5;MFCD00060527;2-methyl-4,6-dichloro-5-nitropyrimidine;SCHEMBL1123974;DTXSID4065367;C5-H3-Cl2-N3-O2;AMY11327;STL115586;AKOS002662681;CS-W000839;GS-5777;SB60475;AC-23042;SY021380;2-methyl-4,6-dichloro-5-nitro-pyrimidine;2-methyl-5-nitro-4,6-dichloro-pyrimidine;4,6 dichloro-2-methyl-5-nitro-pyrimidine;4,6-dichloro-2-methyl-5-nitro pyrimidine;2-methyl- 4,6-dichloro-5-nitro-pyrimidine;FT-0649243;EN300-59657;J-514125

Chemical Property of 4,6-Dichloro-2-methyl-5-nitropyrimidine

Chemical Property:

• Vapor Pressure: 0.0011mmHg at 25°C
• Refractive Index: 1.597
• Boiling Point: 310.4 °C at 760 mmHg
• Flash Point: 141.5 °C
• PSA: 71.60000
• Density: 1.626 g/cm³
• LogP: 2.52320
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 206.9602317
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

97% ^*data from raw suppliers

4,6-Dichloro-2-methyl-5-nitropyrimidine ^*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)[N+](=O)[O-])Cl

Technology Process of 4,6-Dichloro-2-methyl-5-nitropyrimidine

There total 11 articles about 4,6-Dichloro-2-methyl-5-nitropyrimidine 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: 82.6%

2-methyl-4,6-dihydroxy-5-nitropyrimidine (53925-27-2) → 4,6-dichloro-2-methyl-5-nitropyrimidine (13162-43-1)

Guidance literature:

With triethylamine; trichlorophosphate; for 4h; Reflux;

DOI:10.14233/ajchem.2014.16338

Reference yield: 49.0%

POCl3 (Aldrich Chemical Company) + 2-methyl-4,6-dihydroxy-5-nitropyrimidine (53925-27-2) → 4,6-dichloro-2-methyl-5-nitropyrimidine (13162-43-1)

Guidance literature:

With trichlorophosphate; In n-heptane; toluene;

Reference yield:

2-methyl-4,6-dihydroxypyrimidine (1194-22-5) → 4,6-dichloro-2-methyl-5-nitropyrimidine (13162-43-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / TFA; 90percent aq. HNO₃ / 12 h / 20 °C

2: 49 percent / POCl₃; diisopropylethylamine / toluene / 3 h / Heating

With N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; trichlorophosphate; In toluene;

DOI:10.1021/jm000269t

upstream raw materials:

2-methyl-5-nitro-1H-pyrimidine-4,6-dione

2-methyl-4,6-dihydroxy-5-nitropyrimidine

2-methyl-4,6-dihydroxypyrimidine

2-methyl-1H-pyrimidine-4,6-dione

Downstream raw materials:

4,6-bis-aziridin-1-yl-2-methyl-5-nitro-pyrimidine

6-(2,4-dibromo-phenylamino)-2-methyl-5-nitro-3H-pyrimidin-4-one

6-(2-chloro-4,6-dimethoxy-phenylamino)-2-methyl-5-nitro-3H-pyrimidin-4-one

4-Chloro-2-methyl-5-nitro-6-(2-(trifluoromethyl)phenyl)-pyrimidine