6-Chloropurine

Base Information

• Chemical Name: 6-Chloropurine
• CAS No.: 87-42-3
• Molecular Formula: C5H3ClN4
• Molecular Weight: 154.559
• Hs Code.: 29335990
• European Community (EC) Number: 201-745-6
• NSC Number: 744
• UNII: OH8700156W
• DSSTox Substance ID: DTXSID00861673
• Nikkaji Number: J3.900D
• Wikipedia: 6-chloropurine
• Wikidata: Q27285654
• ChEMBL ID: CHEMBL140037
• Mol file: 87-42-3.mol

Synonyms:6-chloropurine

Chemical Property of 6-Chloropurine

Chemical Property:

• Appearance/Colour: light yellow crystalline powder
• Vapor Pressure: 0.0242mmHg at 25°C
• Melting Point: >300 °C (dec.)(lit.)
• Refractive Index: 1.843
• Boiling Point: 449.6 °C at 760 mmHg
• PKA: 7.47±0.20(Predicted)
• Flash Point: 258.2 °C
• PSA: 54.46000
• Density: 1.653 g/cm³
• LogP: 1.00630
• Storage Temp.: 2-8°C
• Solubility.: 5 g/L
• Water Solubility.: 5 g/L
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 154.0046238
• Heavy Atom Count: 10
• Complexity: 131

Purity/Quality:

99% ^*data from raw suppliers

6-Chloropurine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38-20/21/22
• Safety Statements: 26-36-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Purines
• Canonical SMILES: C1=NC2=C(N1)C(=NC=N2)Cl
• Recent ClinicalTrials: Evaluation of Cross-Linked Polyelectrolyte (CLP) With Placebo in Heart Failure Subjects
• Uses: 6-Chloropurine is used in the preparation of 9-alkylpurines through alkylation with various substituted alkyl halides in dimethyl sulfoxide. It is also used to prepare 6-succinoaminopurine. 6-Chloropurine has been used in the preparation of:9-alkylpurines via alkylation with various substituted alkyl halides in DMSO6-succinoaminopurine

Technology Process of 6-Chloropurine

There total 20 articles about 6-Chloropurine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.1%

4,5,6-trichloropyrimidine (1780-27-4) + formimidamide hydrochloride → 6-chloropurine (87-42-3)

Guidance literature:

In ethanol; at 15 - 25 ℃; for 12h;

Reference yield: 93.0%

6-[2-(ethoxycarbonyl)methyl]-9-(tetrahydropyran-2-yl)-9H-purine (948037-39-6) → 6-chloropurine (87-42-3)

Guidance literature:

With Dowex 50; In ethanol; at 70 ℃; for 3h;

DOI:10.1016/j.tetlet.2007.06.053

Reference yield: 92.0%

hypoxanthine (68-94-0) → 6-chloropurine (87-42-3)

Guidance literature:

With N,N-dimethyl-aniline; trichlorophosphate; under 760.051 Torr; Heating;

DOI:10.1134/S1070363220120051

upstream raw materials:

6-chloro-4,5-diaminopyrimidine

orthoformic acid triethyl ester

1,7-dihydro-6H-purin-6-one

6-(methylthio)-1H-purine

Downstream raw materials:

kinetin

6-(piperidin-1-yl)purine

(7(9)H-purin-6-yl)-[2]thienylmethyl-amine

6-(2-methylbenzylamino)purine

Refernces

• 1、 Wang, Jian,Li, Yan-Hui,Pan, Song-Cheng,Li, Ming-Fang,Du, Wenting,Yin, Hong,Li, Jing-Hua. "Efficient Phosphorus-Free Chlorination of Hydroxy Aza-Arenes and Their Application in One-Pot Pharmaceutical Synthesis". supporting information. p. 146 - 153. Retrieved 2020/03/10.
• 2、 Neporozhneva,Studentzsov,Ramsh. "Reactions of Adenine and Its N-Exo Substituted Analogues with Phenyl Glycidyl Ether". . p. 2248 - 2254. Retrieved 2021/02/12.