193291
2-Chloropyrimidine
95%
Synonym(s):
2-Chloro-1,3-pyrimidine, Pyrimidin-2-yl chloride
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About This Item
Empirical Formula (Hill Notation):
C4H3ClN2
CAS Number:
Molecular Weight:
114.53
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
217-020-2
Beilstein/REAXYS Number:
107171
MDL number:
Assay:
95%
Form:
crystals
Quality Level
assay
95%
form
crystals
bp
75-76 °C/10 mmHg (lit.)
mp
63-66 °C (lit.)
functional group
chloro
SMILES string
Clc1ncccn1
InChI
1S/C4H3ClN2/c5-4-6-2-1-3-7-4/h1-3H
InChI key
UNCQVRBWJWWJBF-UHFFFAOYSA-N
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-octahydropyrrolo[2,3]pyridine derivatives
- 2-amino-4-heteroarylpyrimidines
Other Notes
Remainder 2-hydroxypyrimidine
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
208.4 °F - closed cup
flash_point_c
98 °C - closed cup
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
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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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 193291-10G | 04061838760746 |
| 193291-50G | 04061832241999 |