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521744

Sigma-Aldrich

2-Amino-6-bromopyridine

98%

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About This Item

Empirical Formula (Hill Notation):
C5H5BrN2
CAS Number:
19798-81-3
Molecular Weight:
173.01
MDL number:
MFCD00137843
UNSPSC Code:
12352100
PubChem Substance ID:
24874225
NACRES:
NA.22

Assay

98%

mp

88-91 °C (lit.)

SMILES string

Nc1cccc(Br)n1

InChI

1S/C5H5BrN2/c6-4-2-1-3-5(7)8-4/h1-3H,(H2,7,8)

InChI key

BKLJUYPLUWUEOQ-UHFFFAOYSA-N

Related Categories

General description

2-Amino- 6-bromopyridine has been synthesized from epichlorohydrin.

Application

2-Amino- 6-bromopyridine may be used in the synthesis of:
  • 2-amino-6-diethylaminopyridine
  • 2,6-di-(methylamino)-pyridine
  • 3-(6-bromopyridin-2-yl)-2-(2,6-difluorophenyl)-1,3-thiazolidin-4-one
  • N-(6-bromopyridin-2-yl)dodecylamide
  • 2-bromo-6-iodopyridine
Employed in an efficient one-pot synthesis of 7-azaindoles.
Used in the synthesis of anti-HIV agents.

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

521744-25G:
521744-BULK:
521744-VAR:
521744-5G:

Certificates of Analysis (COA)

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Microwave-assisted synthesis of benzimidazole and thiazolidinone derivatives as HIV-1 RT inhibitors.
Rao A, et al.
ARKIVOC (Gainesville, FL, United States), 147, 155-155 (2004)
Maria Letizia Barreca et al.
Farmaco (Societa chimica italiana : 1989), 58(3), 259-263 (2003-03-07)
This paper reports our work in the field of nonnucleoside RT inhibitors (NNRTIs). On the basis of extensive studies on 1H,3H-thiazolo[3,4-a]benzimidazole derivatives (TBZs) followed by structure-activity relationship (SAR) considerations and molecular modeling, the design and synthesis of a series of
Synthesis of ?Acetylene-Expanded? Tridentate Ligands
Holmes BT, et al.
Molecules (Basel), 7(5), 447-455 (2002)
II. Derivatives of 2, 6-Diaminopyridine1.
Bernstein J, et al.
Journal of the American Chemical Society, 69(5), 1151-1115 (1947)
Masato Ikeda et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 11(2), 662-668 (2004-11-27)
The bow-shaped molecule 1 bearing a self-complementary DAAD-ADDA (D=donor A=acceptor) hydrogen-bonding array generates, in hydrocarbon solvents, highly ordered supramolecular sheet aggregates that subsequently give rise to gels by formation of an entangled network. The process of hierarchical self-assembly of compound
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