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2,4-Dichloropyrimidine

2,4-Dichloropyrimidine Structure
CAS No.
3934-20-1
Chemical Name:
2,4-Dichloropyrimidine
Synonyms
2,4-dichloropyrimidine hydrochloride;2,4DCPY;NSC 20212;NSC 37531;NSC 49119;AKOS 91058;2,4-Dichlorpyrimidin;2,4-Dichloropyrimidi;4-DichloropyriMidine;Pazopanib Impurity 45
CBNumber:
CB6202781
Molecular Formula:
C4H2Cl2N2
Molecular Weight:
148.98
MOL File:
3934-20-1.mol
MSDS File:
SDS
Modify Date:
2024/7/25 20:04:51

2,4-Dichloropyrimidine Properties

Melting point 57-61 °C (lit.)
Boiling point 101 °C/23 mmHg (lit.)
Density 1.6445 (rough estimate)
refractive index 1.6300 (estimate)
Flash point 101°C/23mm
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form Powder, Crystals and/or Chunks
pka -2.84±0.20(Predicted)
color White to yellow to beige or grayish
Water Solubility Soluble in water (partly), methanol, chloroform, and ethyl acetate.
Sensitive Moisture Sensitive
BRN 110911
InChIKey BTTNYQZNBZNDOR-UHFFFAOYSA-N
CAS DataBase Reference 3934-20-1(CAS DataBase Reference)
NIST Chemistry Reference Pyrimidine, 2,4-dichloro-(3934-20-1)
EPA Substance Registry System Pyrimidine, 2,4-dichloro- (3934-20-1)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36-28A
RIDADR  1759
WGK Germany  3
TSCA  Yes
HazardClass  8
PackingGroup  III
HS Code  29335990
NFPA 704
1
2 0

2,4-Dichloropyrimidine price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 143847 2,4-Dichloropyrimidine 98% 3934-20-1 10G ₹4940 2022-06-14 Buy
Sigma-Aldrich(India) 143847 2,4-Dichloropyrimidine 98% 3934-20-1 50G ₹13860 2022-06-14 Buy
TCI Chemicals (India) D2310 2,4-Dichloropyrimidine min. 98.0 % 3934-20-1 5G ₹3400 2022-05-26 Buy
TCI Chemicals (India) D2310 2,4-Dichloropyrimidine min. 98.0 % 3934-20-1 25G ₹8200 2022-05-26 Buy
Product number Packaging Price Buy
143847 10G ₹4940 Buy
143847 50G ₹13860 Buy
D2310 5G ₹3400 Buy
D2310 25G ₹8200 Buy

2,4-Dichloropyrimidine Chemical Properties,Uses,Production

Chemical Properties

White Solid

Uses

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

Preparation

Obtained by chlorination of uracil. Add uracil, phosphorus trichloride, and xylene amine into the reaction pot, heat to 130 ℃, reflux for about 45min, slightly cool, put in crushed ice, that is, the precipitation of purple solid, filtered while hot and not dissolved, washed with ice water, vacuum drying, a kind of purple crude, decolorized with petroleum ether (boiling range of 60-90 ℃), recrystallized, obtained 2,4-dichloropyrimidine.

General Description

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

Reactivity Profile

The reaction of N-substituted cyclic amines with 2,4-dichloroquinazoline and 2,4-dichloro-5-methyl-pyrimidine afforded 2-amino-4-chloroquinazolines and 2-amino-4-chloro-5-methylpyrimidines, respectively—the reaction of these amines with 2,4-dichloropyrimidine 3a afforded not only 2-amino-4-chloropyrimidines but also the isomeric 4-amino-2-chloropyrimidines. An effective one-pot, regioselective double Suzuki coupling of 2,4-dichloropyrimidine has been developed. This method enables the quick and efficient synthesis of diarylated pyrimidines. The choice of solvent proved critical to the success of this reaction sequence, with alcoholic solvent mixtures affording much greater reactivity and correspondingly lower temperatures than polar aprotic solvents[5-6].

References

[1] DR. AGNES FIZIA. Cyclopalladation in the Periphery of a NHC Ligand as the Crucial Step in the Synthesis of Highly Active Suzuki–Miyaura Cross-Coupling Catalysts[J]. Chemistry - A European Journal, 2017. DOI:10.1002/chem.201702877.
[2] FABIAN BRUENING  Lucie E L. Highly Regioselective Organocatalytic SNAr Amination of 2,4-Dichloropyrimidine and Related Heteroaryl Chlorides[J]. European Journal of Organic Chemistry, 2017. DOI:10.1002/ejoc.201700459.
[3] ANDERSONSAMANTHA C   HandyScott T. One-pot Double Suzuki Couplings of Dichloropyrimidines.[J]. Synthesis-Stuttgart, 2010. DOI:10.1055/s-0030-1258150.
[4] TOMá? KUBELKA. Synthesis of 2,4-Disubstituted Pyrimidin-5-yl C-2′-Deoxyribonucleosides by Sequential Regioselective Reactions of 2,4-Dichloropyrimidine Nucleosides[J]. European Journal of Organic Chemistry, 2010. DOI:10.1002/ejoc.201000164.
[5] Kenji Yoshida, M. Taguchi. “Reaction of N-substituted cyclic amines with 2,4-dichloroquinazoline, 2,4-dichloropyrimidine, and its 5-methyl derivative.” Journal of The Chemical Society-perkin Transactions 1 102 1 (1992): 919–922.
[6] Samantha C Anderson, Scott T Handy. “One-pot Double Suzuki Couplings of Dichloropyrimidines.” Synthesis-Stuttgart 2010 16 (2010): 2721–2724.

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2,4-DICHLOROPYRIMIDINE 2,6-DICHLOROPYRIMIDINE 2-4-DICHLOROPYRIMIDINE CRYSTALLINE AKOS 91058 2,4-dichloro-pyrimidin 2,4-Dichlorpyrimidin Pyrimidine,2,4-dichloro- 2,4DCPY 2,4-Dichloropyrimidine, 98+% Pyrimidine, 2,4-dichloro- (7CI,8CI,9CI) 2,4-Dichloropyrimidine, GC 97% 2,4-Dichloropyrimidine ,97% 2,4-Dichloropyrimidi 4-DichloropyriMidine 2,4-Dichloro-1,3-diazine 2,4-DichloropyriMidine, 97% 25GR 2-ChloropyriMidin-4-yl Chloride NSC 20212 NSC 37531 NSC 49119 2,4-Dichloropyrimidine, 97%, for synthesis 2,4-Dichloropyrimidine Pazopanib 2,4-dichloro pyrimidine( 2,4-DCP) Pazopanib Impurity 45 2,4-Dichloropyrimidine> 2,4-dichloropyrimidine hydrochloride 2-naphthalen-5-ylethanamine 2,4-dichloro pyrimdine 2,4-Dichloropyrimidine / Osimertinib intermediate DichloroPyrimidine-2,4 2,4-Dichioropyrimidine 3934-20-1 C4H2N2Cl2 C4H2Cl2N2 C4H2N2CI2 Building Blocks Heterocyclic Building Blocks Halogenated Heterocycles Pyrimidines HETERO CHLORIDE Halides Pyrazines, Pyrimidines & Pyridazines Aromatics Heterocycles Pyrazines, Pyrimidines & Pyridazines Heterocycle-Pyrimidine series PYRIMIDINE Building Blocks Halogenated Heterocycles Heterocyclic Building Blocks PyrimidinesHeterocyclic Building Blocks Heterocyclic Compounds Building Blocks Aromatics Compounds Pyrimidines Pyrimidine Series Pyridines, Pyrimidines, Purines and Pteredines bc0001