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About This Item
Empirical Formula (Hill Notation):
C4Cl4N2
CAS Number:
Molecular Weight:
217.87
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
assay
97%
form
solid
mp
68-70 °C (lit.)
SMILES string
Clc1nc(Cl)c(Cl)c(Cl)n1
InChI
1S/C4Cl4N2/c5-1-2(6)9-4(8)10-3(1)7
InChI key
GVBHCMNXRKOJRH-UHFFFAOYSA-N
Application
2,4,5,6-Tetrachloropyrimidine has been used in the synthesis of:
- mono-, di-, tri- and tetra-arylpyrimidines via Suzuki-Miyaura reaction
- benzofuropyrimidine via regioselective Suzuki coupling with boronic acid
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Synthesis of Aryl-Substituted Pyrimidines by Site-Selective Suzuki-Miyura Cross-Coupling Reactions of 2, 4, 5, 6-Tetrachloropyrimidine.
Hussain M, et al.
Advanced Synthesis & Catalysis, 352(9), 1429-1433 (2010)
Jing Liu et al.
The Journal of organic chemistry, 73(7), 2951-2954 (2008-03-12)
A concise synthesis of fused benzo[4,5]furo heterocycles 18 has been developed. Chemo/regioselective Suzuki coupling between 1,2-dihaloarene 17 and alpha-hydroxyphenylboronic acid or ester 20 gives biaryl phenol 19, which then undergoes copper(I) thiophene-2-carboxylate (CuTC)-mediated intramolecular cyclization to afford 18 in good
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