ChemicalBook > CAS DataBase List > 2,4-Dichloropyrimidine

2,4-Dichloropyrimidine

Product Name
2,4-Dichloropyrimidine
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
Formula Weight
148.98
MOL File
3934-20-1.mol
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2,4-Dichloropyrimidine Property

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)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
143847
Product name
2,4-Dichloropyrimidine
Purity
98%
Packaging
10g
Price
$84.2
Updated
2024/03/01
Sigma-Aldrich
Product number
143847
Product name
2,4-Dichloropyrimidine
Purity
98%
Packaging
50g
Price
$306
Updated
2024/03/01
TCI Chemical
Product number
D2310
Product name
2,4-Dichloropyrimidine
Purity
>98.0%(GC)
Packaging
5g
Price
$39
Updated
2024/03/01
TCI Chemical
Product number
D2310
Product name
2,4-Dichloropyrimidine
Purity
>98.0%(GC)
Packaging
25g
Price
$113
Updated
2024/03/01
Alfa Aesar
Product number
A15131
Product name
2,4-Dichloropyrimidine, 98+%
Packaging
5g
Price
$50.65
Updated
2024/03/01
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2,4-Dichloropyrimidine Chemical Properties,Usage,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.

2,4-Dichloropyrimidine Preparation Products And Raw materials

Raw materials

Phosphorus oxychloride Uracil Xylidine

Preparation Products

5-FORMYL-2,4-DIMETHOXYPYRIMIDINE (E)-5-(2-CARBOXYVINYL)-2,4-DIMETHOXYPYRIMIDINE 2,4-DIETHOXYPYRIMIDINE 2,4-Dimethoxypyrimidine 4-Hydroxypyrimidine Chlorimuron-ethyl 4-BENZYLOXY-2-CHLOROPYRIMIDINE 5-Iodo-2,4-dimethoxypyrimidine 4-Amino-2-chloropyrimidine 2-CHLORO-4-(N,N-DIMETHYLAMINO)PYRIMIDINE 2-Chloro-4-hydrazinopyrimidine 2-CHLORO(BROMO)PYRIMIDINE N4-Methylcytosine
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View Lastest Price from 2,4-Dichloropyrimidine manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
2,4-Dichloropyrimidine 3934-20-1
Price
US $55.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000kg/week
Release date
2024-06-03
Hebei Zhuanglai Chemical Trading Co Ltd
Product
2,4-Dichloropyrimidine 3934-20-1
Price
US $50.00/kg
Min. Order
1kg
Purity
99
Supply Ability
5000
Release date
2024-11-12
WUHAN FORTUNA CHEMICAL CO., LTD
Product
2,4-Dichloropyrimidine 3934-20-1
Price
US $0.00/kg
Min. Order
1kg
Purity
99%min
Supply Ability
1000kg
Release date
2023-01-13

3934-20-1, 2,4-DichloropyrimidineRelated Search:

4,6-Dichloropyrimidine ,98%,4 6-DICHLOROPYRIMIDINE 99% 2-Amino-4,6-dimethylpyrimidine 2-Amino-4,6-dimethoxypyrimidine 3-Methyl-6-nitroindazole 2-Ethyl-5-nitrobenzenamine ,98% 5-Amino-2-methylbenzenesulfonamide N4-(2,3-Dimethyl-2H-indazol-6-yl)-N4-methyl-2,4-pyrimidinediamine 3-methyl-1H-indazol-6-amine 5-Amino-2,3-dimethyl-2H-indazole Pazopanib Impurity 32 Benzenamine, 2-ethyl-4-nitro- 3-AMINO-4-METHYLBENZENESULFONAMIDE 2-amino-5-methylbenzenesulfonamide Pazopanib-d6 2H-Indazol-4-amine, 2,3-dimethyl- 1H-Indazol-6-amine, N-(2-chloro-4-pyrimidinyl)-3-methyl- 6-Nitroindazole Pazopanib Impurity 48

  • 2,4-DICHLOROPYRIMIDINE
  • 2,6-DICHLOROPYRIMIDINE
  • 2-4-DICHLOROPYRIMIDINE CRYSTALLINE
  • AKOS 91058
  • 2,4-dichloro-pyrimidin
  • 2,4-Dichlorpyrimidin
  • Pyrimidine,2,4-dichloro-
  • 2,4-Dichloropyrimidine Pazopanib
  • 2,4DCPY
  • 2,4-Dichloropyrimidine, 98+%
  • Pyrimidine, 2,4-dichloro- (7CI,8CI,9CI)
  • 2,4-Dichloropyrimidine, GC 97%
  • 2,4-Dichloropyrimidine ,97%
  • 2,4-dichloropyrimidine hydrochloride
  • 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&gt
  • Pazopanib Impurity 45
  • 2,4-dichloro pyrimidine( 2,4-DCP)
  • 2-naphthalen-5-ylethanamine
  • 2,4-dichloro pyrimdine
  • 2,4-Dichloropyrimidine / Osimertinib intermediate
  • DichloroPyrimidine-2,4
  • 2,4-Dichioropyrimidine
  • Pyridine-7-one 2,4-dichloropyrimidine
  • 3934-20-1
  • C4H2N2Cl2
  • C4H2Cl2N2
  • C4H2N2CI2
  • Building Blocks
  • Heterocyclic Building Blocks
  • Halogenated Heterocycles
  • Pyrimidines
  • HETERO CHLORIDE
  • Building Blocks
  • Halogenated Heterocycles
  • Heterocyclic Building Blocks
  • PyrimidinesHeterocyclic Building Blocks
  • Heterocyclic Compounds
  • Building Blocks
  • Aromatics Compounds
  • Pyrimidines
  • Pyrimidine Series
  • Pyridines, Pyrimidines, Purines and Pteredines
  • Halides
  • Pyrazines, Pyrimidines & Pyridazines
  • Aromatics
  • Heterocycles
  • Pyrazines, Pyrimidines & Pyridazines
  • Heterocycle-Pyrimidine series
  • PYRIMIDINE