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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:
38875-53-5
Molecular Weight:
188.03
EC Number:
254-172-9
MDL number:
MFCD00460094
UNSPSC Code:
12352100
PubChem Substance ID:
24879236
NACRES:
NA.22

Assay

97%

mp

155 °C (dec.) (lit.)

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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