5-Bromo-3,4-diaminopyridine

Base Information

• Chemical Name: 5-Bromo-3,4-diaminopyridine
• CAS No.: 4635-08-9
• Molecular Formula: C5H6 Br N3
• Molecular Weight: 188.02524
• Hs Code.: 2933399090
• European Community (EC) Number: 685-981-9
• DSSTox Substance ID: DTXSID20196818
• Nikkaji Number: J51.288E
• Wikidata: Q72454017
• Mol file: 4635-08-9.mol

Synonyms:5-Bromo-3,4-diaminopyridine;5-bromopyridine-3,4-diamine;4635-08-9;3,4-Diamino-5-bromopyridine;5-bromo-pyridine-3,4-diamine;Pyridine, 3-bromo-4,5-diamino-;3-Bromo-4,5-diaminopyridine;3,4-Pyridinediamine, 5-bromo-;BRN 0121089;MFCD01692479;5-Bromo-3,4-pyridinediamine;3-Bromo-4,5-pyridinediamine;5-Bromo-3,4-diaminepyridine;SCHEMBL857201;DTXSID20196818;BCP03799;3,4-Diamino-5-bromopyridine, 95%;AKOS006277920;BCP9000117;AC-22850;AS-19426;SY022533;LS-130305;A7222;AM20070144;CS-0005530;FT-0687555;EN300-121459

Chemical Property of 5-Bromo-3,4-diaminopyridine

Chemical Property:

• Vapor Pressure: 1.13E-05mmHg at 25°C
• Melting Point: 138-145℃
• Boiling Point: 370.1ºC at 760 mmHg
• Flash Point: 177.6ºC
• PSA: 64.93000
• Density: 1.818g/cm3
• LogP: 2.17090
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Moisture & Light Sensitive
• XLogP3: 0.2
• 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:

99% ^*data from raw suppliers

5-Bromo-3,4-pyridinediamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38-43
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=C(C=N1)Br)N)N

Technology Process of 5-Bromo-3,4-diaminopyridine

There total 5 articles about 5-Bromo-3,4-diaminopyridine 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: 67.0%

4-amino-3-bromo-5-nitropyridine (89284-05-9) → 3,4-diamino-5-bromopyridine (4635-08-9)

Guidance literature:

With water; tin(ll) chloride; In ethanol; for 2h; Reflux;

DOI:10.1055/s-0030-1259429

Reference yield:

4-amino-3-nitropyridine (1681-37-4) → 3,4-diamino-5-bromopyridine (4635-08-9)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium acetate; acetic acid; bromine

2: aqueous Na₂S₂O₄

With sodium dithionite; bromine; potassium acetate; acetic acid;

Reference yield:

4-aminopyridine (504-24-5) → 3,4-diamino-5-bromopyridine (4635-08-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sulfuric acid; nitric acid / 5.5 h / 10 - 20 °C

2.1: sulfuric acid / 20 - 90 °C

3.1: potassium acetate; acetic acid / 1 h / 20 °C

3.2: 20 °C

4.1: water; tin(ll) chloride / ethanol / 2 h / Reflux

With sulfuric acid; water; nitric acid; potassium acetate; acetic acid; tin(ll) chloride; In ethanol;

DOI:10.1055/s-0030-1259429

upstream raw materials:

4-amino-3-bromo-5-nitropyridine

4-amino-3-nitropyridine

4-aminopyridine

4-(nitroamino)pyridine

Downstream raw materials:

N-(2,3-diphenylpyrido[3,4-b]pyrazin-8-yl)benzophenone imine

N-[2,3-bis(4-methoxyphenyl)pyrido[3,4-b]pyrazin-8-yl]benzophenone imine

8-amino-2,3-diphenylpyrido[3,4-b]pyrazine

8-amino-2,3-bis(4-methoxyphenyl)pyrido[3,4-b]pyrazine

Refernces

• 1、 Antoine, Maud,Czech, Michael,Gerlach, Matthias,Guenther, Eckhard,Schuster, Tilmann,Marchand, Pascal. "Preparation of novel 2,3,8-trisubstituted pyrido[3,4-b]pyrazines and pyrido[2,3-b]pyrazines". experimental part. p. 794 - 806. Retrieved 2011/04/16.