553751

Sigma-Aldrich

3-Bromo-2-chloropyridine

98%

Empirical Formula (Hill Notation):
C5H3BrClN
CAS Number:
Molecular Weight:
192.44
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

mp

54-57 °C (lit.)

SMILES string

Clc1ncccc1Br

InChI

1S/C5H3BrClN/c6-4-2-1-3-8-5(4)7/h1-3H

InChI key

HDYNIWBNWMFBDO-UHFFFAOYSA-N

General description

3-Bromo-2-chloropyridine can be synthesized from 3-amino-2-chloropyridine or 2-chloro-3-pyridinamine.

Application

3-Bromo-2-chloropyridine may be used to synthesize:
  • acetylenic dipyridone
  • 3-ethynyl-2-(phenylmethoxy)-pyridine
  • nemertelline
  • ortho-chlorodiheteroarylamine4 or 2-chloro-N-(2,3,7-trimethylbenzo[b]thien-6-yl)pyridin-3-amine

Packaging

5, 25 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Certificate of Analysis
Certificate of Origin
Synthesis of the first thieno-d-carboline: Fluorescence studies in solution and in lipid vesicles.
Queiroz MJRP, et al.
Journal of Photochemistry and Photobiology A: Chemistry, 181(2), 290-296 (2006)
Maria-João R P Queiroz et al.
Bioorganic & medicinal chemistry, 14(20), 6827-6831 (2006-07-18)
ortho-Chlorodiarylamines in the 2,3,7-trimethylbenzo[b]thiophene series were prepared in high yields (70-85%) by C-N palladium-catalyzed cross-coupling using P(t-Bu)(3) as ligand and NaOt-Bu as base. A palladium-assisted C-C intramolecular cyclization of the coupling products gave thienocarbazoles and the dechlorinated diarylamines. Studies of...
Use of hydrogen bonds to control molecular aggregation. behavior of dipyridones and pyridone-pyrimidones designed to form cyclic triplexes.
Boucher E, et al.
The Journal of Organic Chemistry, 60(5), 1408-1412 (1995)
Alexandre Bouillon et al.
The Journal of organic chemistry, 68(26), 10178-10180 (2003-12-20)
Regioselective and univocal Suzuki cross-coupling reactions performed on halopyridinyl boronic acids provide a flexible and versatile route to a multigram scale synthesis of 2,2'-dichloro-3,4'-bipyridine 14, which allows couplings with excess pyridin-3-yl boronic acid to give a new and efficient two-step...
Synthesis of novel halopyridinylboronic acids and esters. Part 2: 2, 4, or 5-Halopyridin-3-yl-boronic acids and esters.
Bouillon A, et al.
Tetrahedron, 58(17), 3323-3328 (2002)

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