Search
Element Search
Structure Search
Thermo Scientific Chemicals
2-Chloropyrimidine, 98%
CAS: 1722-12-9 | C4H3ClN2 | 114.53 g/mol
Change view
Catalog number A15394.22
also known as A15394-22
Price (JPY)Request A Quote
-
Quantity:
100 g
Chemical Identifiers
CAS1722-12-9
IUPAC Name2-chloropyrimidine
Molecular FormulaC4H3ClN2
InChI KeyUNCQVRBWJWWJBF-UHFFFAOYSA-N
SMILESClC1=NC=CC=N1
View more
Specifications
Specification Sheet
Specification SheetWater Content (Karl Fischer Titration)≤1.0%
FormCrystals or powder or crystalline powder
Assay (HPLC)≥97.5%
Identification (FTIR)Conforms
Melting Point (clear melt)62-67?C
View more
2-Chloropyrimidine is a useful reagent in the preparation of antivirals and other biologically active compounds. It was used in the synthesis of 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, 2-amino-4-heteroarylpyrimidines, cis- and trans-octahydropyrrolo[2,3]pyridine derivatives.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
2-Chloropyrimidine is a useful reagent in the preparation of antivirals and other biologically active compounds. It was used in the synthesis of 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, 2-amino-4-heteroarylpyrimidines, cis- and trans-octahydropyrrolo[2,3]pyridine derivatives.
Solubility
Slightly soluble in water. 33.3 mg soluble in 1 mL of alcohol.
Notes
Moisture sensitive. Store under inert gas. Store away from moisture, oxidizing agents. Store in refrigerator.
2-Chloropyrimidine is a useful reagent in the preparation of antivirals and other biologically active compounds. It was used in the synthesis of 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, 2-amino-4-heteroarylpyrimidines, cis- and trans-octahydropyrrolo[2,3]pyridine derivatives.
Solubility
Slightly soluble in water. 33.3 mg soluble in 1 mL of alcohol.
Notes
Moisture sensitive. Store under inert gas. Store away from moisture, oxidizing agents. Store in refrigerator.
RUO – Research Use Only
General References:
- Jeanne-Marie Bégouin and Corinne Gosmini. Cobalt-Catalyzed Cross-Coupling Between In Situ Prepared Arylzinc Halides and 2-Chloropyrimidine or 2-Chloropyrazine. J. Org. Chem. 2009, 74 (8), 3221-3224.
- Y.Anantharama Sarma. Planar vibrations of 2-chloropyrimidine. Spectrochimica Acta Part A: Molecular Spectroscopy. 1974, 30 (9), 1801-1806.
- Alkoxylation with 3-butyn-1-ol, followed by intramolecular Diels-Alder reaction, leads to a fused pyridine system, by a sequence analogous to that shown for 2-Chloropyrazine, A10108: Tetrahedron, 45, 803 (1989). For a similar sequence using the anion of an alkynylmalononitrile, see: Tetrahedron, 45, 5151 (1989). For synthesis of a benzofuropyridine by the cyclization of a 2-(alkynylphenoxy)pyrimidine, see: Tetrahedron, 45, 6511 (1989).
- Organolithium reagents add to the 1,6-imine bond, giving, after aromatization with DDQ, 6-substituted 2-chloropyrimidines: J. Org. Chem., 53, 4137 (1988).