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551899

Sigma-Aldrich

2,3-Diamino-5-bromopyridine

97%

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About This Item

Empirical Formula (Hill Notation):
C5H6BrN3
CAS Number:
Molecular Weight:
188.03
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

mp

155 °C (dec.) (lit.)

functional group

bromo

SMILES string

Nc1cc(Br)cnc1N

InChI

1S/C5H6BrN3/c6-3-1-4(7)5(8)9-2-3/h1-2H,7H2,(H2,8,9)

InChI key

YRGMYJUKFJPNPD-UHFFFAOYSA-N

General description

2,3-Diamino-5-bromopyridine can be prepared from 2-amino-3-nitro-5-bromopyridine via reduction using stannous chloride.

Application

2,3-Diamino-5-bromopyridine may be used in the preparation of the following heterocyclic compounds:
  • 6-bromoimidazo-[b]pyridine
  • 11-bromopyrido[2′,3′:5,6]pyrazino[2,3-f][1,10]phenanthroline
  • 6-bromo-3-(tetrahydro-2H-pyran-2-yl)-3H-imidazo[4,5-b]pyridine

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Microwave-Assisted C-2 Direct Alkenylation of Imidazo [4, 5-b] pyridines: Access to Fluorescent Purine Isosteres with Remarkably Large Stokes Shifts.
Baladi T, et al.
European Journal of Organic Chemistry, 2016(14), 2421-2434 (2016)
Sundaram Ellairaja et al.
Biosensors & bioelectronics, 91, 82-88 (2016-12-20)
Bilirubin, a key biomarker for the jaundice and its clinical diagnosis needs a better analytical tool. A novel and simple fluorescent platform based on (2,2'-((1E,1'E)-((6-bromopyridine-2,3-diyl) bis(azanylylidene)) bis(methanylylidene diphenol) (BAMD) was designed. BAMD showed a remarkable fluorescent intensity with a very
Metabolite analogs. VIII. Syntheses of some imidazopyridines and pyridotriazoles.
Graboyes H and Day AR.
Journal of the American Chemical Society, 79(24), 6421-6426 (1957)
Re (I) Complexes of Substituted dppz: A Computational and Spectroscopic Study.
van der Salm H, et al.
Inorganic Chemistry, 53(6), 3126-3140 (2014)
Sheta M Sheta et al.
Dalton transactions (Cambridge, England : 2003), 47(14), 4847-4855 (2018-03-16)
Novel copper metal organic framework nanoparticles Cu-MOF-NPs (C1) were prepared via two simple alternative methods and confirmed by analytical characterization using mass, IR, Raman, XRD spectrum, HR-TEM and TGA-DSC. Mass spectroscopy revealed the molecular ion peak at 647 m/z for

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