3-Bromopyridine-2,4-diamine

Base Information

• Chemical Name: 3-Bromopyridine-2,4-diamine
• CAS No.: 72921-94-9
• Molecular Formula: C5H6 Br N3
• Molecular Weight: 188.027
• Hs Code.: 2933399090
• European Community (EC) Number: 891-087-1
• ChEMBL ID: CHEMBL126877
• DSSTox Substance ID: DTXSID50505878
• Mol file: 72921-94-9.mol

Synonyms:3-bromopyridine-2,4-diamine;72921-94-9;3-BROMO-2,4-DIAMINOPYRIDINE;2,4-Diamino-3-bromopyridine;CHEMBL126877;SCHEMBL2315679;DTXSID50505878;NVKFROUJVVIUSL-UHFFFAOYSA-N;AKOS006304326;CS-0238802;FT-0751834;EN300-2009587

Chemical Property of 3-Bromopyridine-2,4-diamine

Chemical Property:

• PSA: 64.93000
• LogP: 2.17090
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 186.97451
• Heavy Atom Count: 9
• Complexity: 98.2

Purity/Quality:

97% ^*data from raw suppliers

3-BROMO-2,4-DIAMINOPYRIDINE 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C(=C1N)Br)N

Technology Process of 3-Bromopyridine-2,4-diamine

There total 2 articles about 3-Bromopyridine-2,4-diamine 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: 75.0%

pyridine-2,4-diamine (461-88-1) → 2,4-diamino-3-bromopyridine (72921-94-9)

Guidance literature:

With bromine; In acetic acid; at 20 ℃;

DOI:10.1016/j.tetlet.2010.09.056

Reference yield: 6.8%

pyridine-2,4-diamine (461-88-1) → 2,4-diamino-3-bromopyridine (72921-94-9) + 2,4-diamino-3,5-dibromopyridine (72921-93-8)

Guidance literature:

With bromine; In acetic acid; at 18 ℃; for 3h;

DOI:10.1021/jm00178a008

Reference yield: 90.0%

chloroacetone (78-95-5) + 2,4-diamino-3-bromopyridine (72921-94-9) → 7-amino-8-bromo-2-methylimidazo[1,2-a]pyridine (1033434-88-6)

Guidance literature:

chloroacetone; 2,4-diamino-3-bromopyridine; In ethanol; for 24h; Reflux;

With sodium carbonate; In water; Alkaline aqueous solution;

upstream raw materials:

pyridine-2,4-diamine

Downstream raw materials:

2,4-diamino-3-bromo-5-(4-hydroxy-3,5-dimethoxybenzyl)pyridine

7-amino-8-bromo-2-methylimidazo[1,2-a]pyridine

Refernces

• 1、 Rauckman, Barbara S.,Roth, Barbara. "2,4-Diamino-5-benzylpyrimidines and Analogues as Antibacterial Agents. 3. C-benzylation of Aminopyridines with Phenolic Mannich Bases. Synthesis of 1- and 3-Deaza Analogues of Trimethoprim.". . p. 384 - 391. Retrieved 2007/10/02.