193291

Sigma-Aldrich

2-Chloropyrimidine

95%

Empirical Formula (Hill Notation):
C4H3ClN2
CAS Number:
Molecular Weight:
114.53
Beilstein/REAXYS Number:
107171
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

95%

bp

75-76 °C/10 mmHg (lit.)

mp

63-66 °C (lit.)

SMILES string

Clc1ncccn1

InChI

1S/C4H3ClN2/c5-4-6-2-1-3-7-4/h1-3H

InChI key

UNCQVRBWJWWJBF-UHFFFAOYSA-N

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General description

2-Chloropyrimidine undergoes cobalt-catalyzed cross-coupling reaction with aryl halides.

Application

2-Chloropyrimidine was used in the synthesis of:
  • novel bis(2-(pyrimidin-2-yl)ethoxy)alkanes
  • 4′-(1,1′-(5-(2-methoxyphenoxy)-2,2′-bipyrimidine-4,6-diyl)bis(1H-pyrazol-3,1-diyl)) dianiline fluorescent dye, biosensor for protein assay
  • cis- and trans-octahydropyrrolo2,3pyridine derivatives
  • 2-amino-4-heteroarylpyrimidines

Packaging

10, 50 g in glass bottle

Other Notes

Remainder 2-hydroxypyrimidine

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

Xn

Risk Statement

22-36

Safety Statement

26

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

208.4 °F - closed cup

Flash Point(C)

98 °C - closed cup

Vikas S Padalkar et al.
Chemistry Central journal, 5, 72-72 (2011-11-10)
Fluorescent dyes with biocompatible functional group and good fluorescence behavior are used as biosensor for monitoring different biological processes as well as detection of protein assay. All reported fluorophore used as sensors are having high selectivity and sensitivity but till...
Vangavaragu Jhansi Rani et al.
Archiv der Pharmazie, 345(8), 663-669 (2012-05-18)
The pyrimidine nucleus is an important component of nucleic acids (DNA and RNA) and vitamins (B(2) and folic acid). It is evident from the literature that pyrimidine derivatives possess a wide spectrum of biological activities such as antioxidant, anticancer, antibacterial...
Matthew G Bursavich et al.
Organic letters, 7(19), 4113-4116 (2005-09-09)
[reaction: see text] An expedient synthesis of diverse 2-amino-4-heteroarylpyrimidines via a 2-chloropyrimidine intermediate is described. A series of potentially biologically active analogues have been synthesized in two parallel steps to afford focused arrays.
Igor Goljer et al.
Chirality, 21(7), 681-691 (2008-09-17)
Reaction of (S)- or (R)-3-aminoquinuclidine with 2-chloropyrimidine or 2-bromopyrimidine led to an unexpected formation of both cis- and trans-octahydropyrrolo [2,3]pyridine derivatives. A single-step synthesis of two of the four stereoisomers of these octahydropyrrolo[2,3]pyridine derivatives provides a convenient way of generating...
Jeanne-Marie Bégouin et al.
The Journal of organic chemistry, 74(8), 3221-3224 (2009-03-25)
A cobalt-catalyzed cross-coupling of aryl halides with 2-chloropyrimidines or 2-chloropyrazines is reported in satisfactory to high yields. The key step of this procedure is the formation of aromatic organozinc reagents and their coupling with 2-chlorodiazines using the same cobalt halide...

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