9-benzyl-6-chloro-9H-purine

Base Information

• Chemical Name: 9-benzyl-6-chloro-9H-purine
• CAS No.: 1928-76-3
• Molecular Formula: C12H9ClN4
• Molecular Weight: 244.683
• Hs Code.: 2933990090
• NSC Number: 25716
• DSSTox Substance ID: DTXSID30282397
• Nikkaji Number: J462.957D
• Wikidata: Q82016659
• ChEMBL ID: CHEMBL7944
• Mol file: 1928-76-3.mol

Synonyms:9-benzyl-6-chloro-9H-purine;1928-76-3;9-benzyl-6-chloropurine;6-Chloro-9-benzylpurine;NSC25716;9-benzyl 6-chloro purine;CHEMBL7944;SCHEMBL2980291;DTXSID30282397;NKEFCVAMNJICJZ-UHFFFAOYSA-N;MFCD00127805;NSC-25716;AKOS003621319;DS-7488;AM807660;9-Benzyl-6-chloro-9H-purine, AldrichCPR;CS-0200142;FT-0664588;A912461;J-012485

Chemical Property of 9-benzyl-6-chloro-9H-purine

Chemical Property:

• Appearance/Colour: Off-white solid
• Vapor Pressure: 5.64E-08mmHg at 25°C
• Melting Point: 86-87 °C
• Refractive Index: 1.706
• Boiling Point: 441 °C at 760 mmHg
• Flash Point: 220.5 °C
• PSA: 43.60000
• Density: 1.4 g/cm³
• LogP: 2.52800
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 244.0515740
• Heavy Atom Count: 17
• Complexity: 257

Purity/Quality:

99% ^*data from raw suppliers

6-Chloro-9-benzylpurine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN2C=NC3=C2N=CN=C3Cl
• Uses: 9-Benzyl-6-chloro-9H-purine is a useful intermediate in the synthesis of 1-substituted adenines.

Technology Process of 9-benzyl-6-chloro-9H-purine

There total 25 articles about 9-benzyl-6-chloro-9H-purine 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: 100.0%

9-benzyl-6-chloro-7,8-dihydropurine (1258274-70-2) → 9-benzyl-6-chloro-9H-purine (1928-76-3)

Guidance literature:

In dimethylsulfoxide-d6; for 768h;

DOI:10.1055/s-0031-1290068

Reference yield: 85.0%

6-chloropurine (87-42-3) + benzyl alcohol (100-51-6,185532-71-2) → 9-benzyl-6-chloro-9H-purine (1928-76-3)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 70 ℃; for 12h;

DOI:10.1021/jo070515+

Reference yield: 84.0%

benzyl bromide (100-39-0) + 6-chloropurine (87-42-3) → 9-benzyl-6-chloro-9H-purine (1928-76-3)

Guidance literature:

With sodium hydroxide; In water; at 100 ℃; for 0.166667h; regioselective reaction; Microwave irradiation;

DOI:10.1080/15257770.2015.1114129

upstream raw materials:

9-benzyl-9H-purin-6-ylamine

benzyl bromide

6-chloropurine

benzyl chloride

Downstream raw materials:

9-Benzyl-6-(furan-2-ylmethoxy)-9H-purine

9-Benzyl-6-(pyridin-3-ylmethoxy)-9H-purine

9-benzyl-6-phenyl-9H-purine

9-benzyl-6-(4-methoxyphenyl)-9H-purine

Refernces

• 1、 Zhou, Dagui,Xie, Dandan,He, Fangcheng,Song, Baoan,Hu, Deyu. "Antiviral properties and interaction of novel chalcone derivatives containing a purine and benzenesulfonamide moiety". . p. 2091 - 2097. Retrieved 2018.
• 2、 Ginard, Jaume,Jahani, Daniel,Mur, Nuria,Pujol, Maria Dolors,Vi?as, Miquel,Vinuesa, Arturo. "Regioselective alkylation reaction of purines under microwave irradiation". . . Retrieved 2021/12/22.
• 3、 Shultz, Zachary,Shan, Chuan,Wojtas, Lukasz,Lopchuk, Justin M.. "A modular approach for the installation of functionalized phosphonates to heterocycles". . p. 73 - 96. Retrieved 2021/04/09.