ChemicalBook > CAS DataBase List > 2,6-Dichloropurine

2,6-Dichloropurine

Product Name
2,6-Dichloropurine
CAS No.
5451-40-1
Chemical Name
2,6-Dichloropurine
Synonyms
2,6-DICHLORO-9H-PURINE;2,6-dichloro-7H-purine;2,6-dichloro-1H-purine;NSC 18395;Dichloropurine;6-Dichloropurine;2,6-DICHLOROPURINE;Cefepime Intermediate;2,6-Dichloropurine>2,6-Dichloropurine.97%
CBNumber
CB1720642
Molecular Formula
C5H2Cl2N4
Formula Weight
189
MOL File
5451-40-1.mol
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2,6-Dichloropurine Property

Melting point:
185-195 °C (dec.) (lit.)
Boiling point:
310.62°C (rough estimate)
Density 
1.7265 (rough estimate)
refractive index 
1.6300 (estimate)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
soluble
form 
Crystalline Powder
pka
5.22±0.20(Predicted)
color 
White to yellow
Water Solubility 
soluble
BRN 
9354
InChI
InChI=1S/C5H2Cl2N4/c6-3-2-4(9-1-8-2)11-5(7)10-3/h1H,(H,8,9,10,11)
InChIKey
RMFWVOLULURGJI-UHFFFAOYSA-N
SMILES
N1C2C(=NC(Cl)=NC=2Cl)NC=1
CAS DataBase Reference
5451-40-1(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
36/37/38-22
Safety Statements 
22-24/25-37/39-26-36
RIDADR 
UN2811
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
29349990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
D73103
Product name
2,6-Dichloropurine
Purity
97%
Packaging
1g
Price
$31.5
Updated
2025/07/31
Sigma-Aldrich
Product number
D73103
Product name
2,6-Dichloropurine
Purity
97%
Packaging
5g
Price
$107
Updated
2025/07/31
TCI Chemical
Product number
D2470
Product name
2,6-Dichloropurine
Purity
>97.0%(HPLC)(T)
Packaging
1g
Price
$24
Updated
2025/07/31
TCI Chemical
Product number
D2470
Product name
2,6-Dichloropurine
Purity
>97.0%(HPLC)(T)
Packaging
5g
Price
$60
Updated
2025/07/31
Sigma-Aldrich
Product number
D73103
Product name
2,6-Dichloropurine
Purity
97%
Packaging
10g
Price
$113
Updated
2025/07/31
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2,6-Dichloropurine Chemical Properties,Usage,Production

Description

2,6-Dichloropurine is an important pharmaceutical intermediate. It is widely used in the preparation of purine nucleosides and purine nucleotides[1].

Chemical Properties

white to light yellow crystal powder

Uses

Suzuki-Miyaura cross-coupling between halopurines and arylboronic acids in water-acetonitrile.1

Uses

2,6-Dichloropurine is used in the synthesis of 2,6-diamino-substituted purine derivatives as potential cardiomyogenesis inducing agents.

Synthesis Reference(s)

Journal of the American Chemical Society, 80, p. 404, 1958 DOI: 10.1021/ja01535a040

Synthesis

2,6-Dichloropurine is prepared in two main ways:
(1) By chlorination of the purine ring structure, e.g., chlorination of xanthine (2,6-dihydroxypurine) with pyrophosphoryl chloride at high temperatures in sealed tubes in the presence of a phase-transfer catalyst or with phosphorus oxychloride under reflux, and chlorination of 6-chloropurine, hypoxanthine, or their N-oxides with phosphorus oxychloride, and chlorination with chlorine gas at low temperatures. Chlorination of 2,6-dithiopurine.
(2) The purine ring is constructed using barbituric acid derivatives or 2,4-dichloro-5,6-diaminopyridine as starting materials. However, both methods are not very suitable for industrial production.
The industrial preparation of 2,6-dichloropurine involves the direct chlorination of xanthine with phosphorus trichloride and a weakly nucleophilic organic base (e.g., amidine, guanidine base, or proton sponge)[1]. The reaction process is shown below:


Purification Methods

It can be recrystallised from 150 parts of boiling H2O and dried at 100o to constant weight. It is soluble in EtOAc. The HgCl2 salt separates from EtOH solution. UV: max 275nm ( 8.9K) at pH 1; and 280nm ( 8.5K) at pH 11 [Elion & Hitchings J Am Chem Soc 78 3508 1956, Schaeffer & Thomas J Am Chem Soc 80 3738 1958, Beaman & Robins J Appl Chem (London) 12 432 1962, Montgomery J Am Chem Soc 78 1928 1956]. [Beilstein 26 III/IV 1747.]

References

[1] QI ZENG. Facile and Practical Synthesis of 2,6-Dichloropurine[J]. Organic Process Research & Development, 2004, 8 6: 962-963. DOI:10.1021/op049878r.

2,6-Dichloropurine Preparation Products And Raw materials

Raw materials

Preparation Products

Cladribine 2,6-Dichloro-7-methylpurine
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2,6-Dichloropurine Suppliers

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View Lastest Price from 2,6-Dichloropurine manufacturers

Moxin Chemicals
Product
Regadenoson Impurity28 5451-40-1
Price
US $0.00-0.00/mg
Min. Order
10mg
Purity
99%+ HPLC
Supply Ability
1000
Release date
2025-06-16
WUHAN FORTUNA CHEMICAL CO., LTD
Product
2,6-Dichloropurine 5451-40-1
Price
US $0.00/Kg/Bag
Min. Order
1KG
Purity
98%min
Supply Ability
100KG
Release date
2021-06-01
Hebei Chuanghai Biotechnology Co., Ltd
Product
2,6-Dichloropurine 5451-40-1
Price
US $10.00/KG
Min. Order
100KG
Purity
99%
Supply Ability
100 mt
Release date
2024-12-04

5451-40-1, 2,6-DichloropurineRelated Search:

Allopurinol 2',4'-Dichloroacetophenone 1,2-Dichloroethane Dichloroethane Adenine 2,6-DICHLOROPURINE-2'-DEOXYRIBOSIDE 2,6-Dichloropurine-9--D-riboside,2,6-Dichloropurine-9-b-D-riboside,2,6-DICHLOROPURINE RIBO,2,6-DICHLOROPURINE-9-BETA-D-RIBOSIDE,2,6-DICHLOROPURINE RIBOSIDE 2,6-dichloro-9-(1-methylethyl)-9H-purine 2,6,8-TRICHLOROPURINE 2,6-Dichloro-7-methylpurine DRB Cefepime Purine 2,6-dichloro-9-cyclopentyl-9H-purine 9-[2,3,5-TRI-O-ACETYL-BETA-D-RIBOFURANOSYL]-2,6-DICHLOROPURINE 2,6-DICHLORO-9-(2-DEOXY-3,5,DI-O-(4-METHYLBENZOYL-BETA-D-ERYTHROPENTOFURANOSYL)-9H-PURINE) 2,6-DICHLORO-9-METHYL-9H-PURINE 2,6,8-TRICHLORO-7-METHYLPURINE

  • 2,6-DICHLORO-9H-PURINE
  • 2,6-DICHLOROPURINE
  • 2,6-Dichloropurine.97%
  • 2,6-dichloro-1H-purine
  • 1H-Purine, 2,6-dichloro-
  • Dichloropurine
  • Cefepime Intermediate
  • 2,6-dichloro-7H-purine
  • 9H-Purine, 2,6-dichloro-
  • 6-Dichloropurine
  • NSC 18395
  • 2,6-Dichloropurine&gt
  • 2,6-Dichloropurine USP/EP/BP
  • 5451-40-1
  • 2001-2-5
  • 5451-41-0
  • C5H2ClN4
  • HETERO CHLORIDE
  • Building Blocks
  • Halogenated Heterocycles
  • Heterocyclic Building Blocks
  • Purines
  • Building Blocks
  • Chemical Synthesis
  • Halogenated Heterocycles
  • Heterocyclic Building Blocks
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Nucleotides
  • Fused Ring Systems
  • Building Blocks
  • Halogenated Heterocycles
  • Heterocyclic Building Blocks
  • PurinesHeterocyclic Building Blocks
  • Biochemistry
  • Nucleobases and their analogs
  • Nucleosides, Nucleotides & Related Reagents
  • Nucleic acids
  • Bases & Related Reagents
  • Pyridines, Pyrimidines, Purines and Pteredines
  • Halides
  • Purine
  • Nucleotides and Nucleosides
  • Purines
  • FINE Chemical & INTERMEDIATES
  • Starting Raw Materials & Intermediates
  • Heterocycles
  • 5451-40-1