5-Bromo-2,4-dichloro-6-methylpyrimidine

Base Information

• Chemical Name: 5-Bromo-2,4-dichloro-6-methylpyrimidine
• CAS No.: 56745-01-8
• Molecular Formula: C5H3BrCl2N2
• Molecular Weight: 241.902
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID90404654
• Nikkaji Number: J2.386.644G
• Wikidata: Q72447020
• Mol file: 56745-01-8.mol

Synonyms:5-Bromo-2,4-dichloro-6-methylpyrimidine;56745-01-8;Pyrimidine, 5-bromo-2,4-dichloro-6-methyl-;MFCD00504524;5-Bromo-6-methyl-2,4-dichloropyrimidine;SCHEMBL4068928;DTXSID90404654;RRWAPFKBOJWJGU-UHFFFAOYSA-N;AKOS015833967;CS-W002639;SB60595;AC-27299;DS-11014;SY022526;FT-0647192;5-Bromo-2 pound not4-dichloro-6-methylpyrimidine;AG-205/32404037

Chemical Property of 5-Bromo-2,4-dichloro-6-methylpyrimidine

Chemical Property:

• Vapor Pressure: 0.0045mmHg at 25°C
• Melting Point: 44-46℃ (ligroine )
• Refractive Index: 1.591
• Boiling Point: 286.6 °Cat760mmHg
• PKA: -3.53±0.39(Predicted)
• Flash Point: 127.2 °C
• PSA: 25.78000
• Density: 1.829 g/cm³
• LogP: 2.85430
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 239.88567
• Heavy Atom Count: 10
• Complexity: 124

Purity/Quality:

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

5-Bromo-2,4-dichloro-6-methylpyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=NC(=N1)Cl)Cl)Br

Technology Process of 5-Bromo-2,4-dichloro-6-methylpyrimidine

There total 6 articles about 5-Bromo-2,4-dichloro-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: 85.0%

5-bromo-6-methyluracil (15018-56-1) → 5-bromo-2,4-dichloro-6-methylpyrimidine (56745-01-8)

Guidance literature:

With trichlorophosphate; In N,N-dimethyl-formamide; for 3h; Heating;

DOI:10.1002/jhet.5570430527

Reference yield: 54.0%

5-bromo-6-methyl-1H-pyrimidine-2,4-dione (15018-56-1) → 5-bromo-2,4-dichloro-6-methylpyrimidine (56745-01-8)

Guidance literature:

With trichlorophosphate; In N,N-dimethyl-formamide; at 115 ℃; for 4h;

Reference yield:

6-Methyluracil (626-48-2) → 5-bromo-2,4-dichloro-6-methylpyrimidine (56745-01-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / Br₂ / H₂O / 0.5 h

2: 85 percent / POCl₃ / dimethylformamide / 3 h / Heating

With bromine; trichlorophosphate; In water; N,N-dimethyl-formamide;

DOI:10.1002/jhet.5570430527

upstream raw materials:

5-bromo-6-methyluracil

6-Methyluracil

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

5-bromo-6-methyl-2-(methylthio)pyrimidin-4(3H)-one

Downstream raw materials:

2-chloro-4-methylpyrimidine

Refernces

• 1、 Zhang, Zhiyuan,Wallace, Michael B.,Feng, Jun,Stafford, Jeffrey A.,Skene, Robert J.,Shi, Lihong,Lee, Bumsup,Aertgeerts, Kathleen,Jennings, Andy,Xu, Rongda,Kassel, Daniel B.,Kaldor, Stephen W.,Navre, Marc,Webb, David R.,Gwaltney, Stephen L.. "Design and synthesis of pyrimidinone and pyrimidinedione inhibitors of dipeptidyl peptidase IV". scheme or table. p. 510 - 524. Retrieved 2011/03/20.
• 2、 Bakavoli,Nikpour,Rahimizadeh. "New access to thiazolo[4,5-d]pyrimidine derivatives". . p. 1327 - 1329. Retrieved 2007/10/03.