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
InChIKey: RMFWVOLULURGJI-UHFFFAOYSA-N
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: $17.48
Updated: 2024/03/01

Sigma-Aldrich

Product number: D73103
Product name: 2,6-Dichloropurine
Purity: 97%
Packaging: 5g
Price: $83.2
Updated: 2024/03/01

TCI Chemical

Product number: D2470
Product name: 2,6-Dichloropurine
Purity: >97.0%(HPLC)(T)
Packaging: 1g
Price: $24
Updated: 2024/03/01

TCI Chemical

Product number: D2470
Product name: 2,6-Dichloropurine
Purity: >97.0%(HPLC)(T)
Packaging: 5g
Price: $60
Updated: 2024/03/01

Alfa Aesar

Product number: B21289
Product name: 2,6-Dichloropurine, 97%
Packaging: 1g
Price: $76.65
Updated: 2024/03/01

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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

HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD

Product: 2,6-Dichloropurine 5451-40-1
Price: US $100.00-75.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 5000
Release date: 2024-08-15

Hebei Zhuanglai Chemical Trading Co Ltd

Product: 2,6-Dichloropurine 5451-40-1
Price: US $79.00-38.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 20ton
Release date: 2024-11-19

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

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