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143847

Sigma-Aldrich

2,4-Dichloropyrimidine

98%

Sinónimos:

2,6-Dichloropyrimidine, 2-Chloropyrimidin-4-yl chloride

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About This Item

Fórmula empírica (notación de Hill):
C4H2Cl2N2
Número de CAS:
3934-20-1
Peso molecular:
148.98
Beilstein/REAXYS Number:
110911
EC Number:
223-508-6
MDL number:
MFCD00006061
UNSPSC Code:
12352100
PubChem Substance ID:
24848616
NACRES:
NA.22

assay

98%

form

solid

bp

101 °C/23 mmHg (lit.)

mp

57-61 °C (lit.)

SMILES string

Clc1ccnc(Cl)n1

InChI

1S/C4H2Cl2N2/c5-3-1-2-7-4(6)8-3/h1-2H

InChI key

BTTNYQZNBZNDOR-UHFFFAOYSA-N

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General description

2,4-Dichloropyrimidine is a human skin sensitizer. It undergoes effective one-pot, regioselective double Suzuki coupling reaction to yield diarylated pyrimidines.

Application

2,4-Dichloropyrimidine was used in the synthesis of medicinally important 4-aryl-5-pyrimidinylimidazoles.

pictograms

Exclamation mark
GHS07

signalword

Warning

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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Bodo Scheiper et al.
The Journal of organic chemistry, 69(11), 3943-3949 (2004-05-22)
Cheap, readily available, air stable, nontoxic, and environmentally benign iron salts such as Fe(acac)(3) are excellent precatalysts for the cross-coupling of Grignard reagents with alkenyl triflates and acid chlorides. Moreover, it is shown that dichloroarene and -heteroarene derivatives as the
Mahbub Alam et al.
Bioorganic & medicinal chemistry letters, 17(12), 3463-3467 (2007-04-27)
The development of a series of novel aminopyrimidines as inhibitors of c-Jun N-terminal kinases is described. The synthesis, in vitro inhibitory values for JNK1, JNK2 and CDK2, and the in vitro inhibitory value for a c-Jun cellular assay are discussed.
Charles Q Huang et al.
Bioorganic & medicinal chemistry letters, 14(9), 2083-2086 (2004-04-15)
A series of 2-dialkylamino-4-phenylpyrimidines (7) was designed and synthesized as CRF(1) antagonists. SAR studies of this series resulted in the discovery of potent and selective antagonists 7b and 7n bearing a 4-(2,4,6-trisubstituted-phenyl) ring and a bulky 2-(N-bis(cyclopropane)methyl-N-propyl)amino group.
D W Roberts et al.
Chemical research in toxicology, 24(7), 1003-1011 (2011-06-16)
There is a strong impetus to develop nonanimal based methods to predict skin sensitization potency. An approach based on physical organic chemistry, whereby chemicals are classified into reaction mechanistic domains and quantitative models or read-across methods are derived for each
Mark H Norman et al.
Journal of medicinal chemistry, 50(15), 3497-3514 (2007-06-26)
The vanilloid receptor-1 (VR1 or TRPV1) is a member of the transient receptor potential (TRP) family of ion channels and plays a role as an integrator of multiple pain-producing stimuli. From a high-throughput screening assay, measuring calcium uptake in TRPV1-expressing
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