9-Benzyladenine

Base Information

• Chemical Name: 9-Benzyladenine
• CAS No.: 4261-14-7
• Molecular Formula: C12H11 N5
• Molecular Weight: 225.253
• Hs Code.: 2933990090
• NSC Number: 35649
• DSSTox Substance ID: DTXSID70195371
• Nikkaji Number: J336.554I
• Wikidata: Q83068277
• ChEMBL ID: CHEMBL266094
• Mol file: 4261-14-7.mol

Synonyms:9-benzyladenine

Chemical Property of 9-Benzyladenine

Chemical Property:

• Melting Point: 233.5-235.5°C
• Refractive Index: 1.6610 (estimate)
• Boiling Point: 488.1 °C at 760 mmHg
• PKA: 4.49±0.10(Predicted)
• Flash Point: 249 °C
• PSA: 69.62000
• Density: 1.39 g/cm³
• LogP: 2.03800
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 225.10144537
• Heavy Atom Count: 17
• Complexity: 253

Purity/Quality:

99% ^*data from raw suppliers

N9-Benzyladenine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Safety Statements: Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx.:;"> x." target="_blank">Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx.:

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN2C=NC3=C(N=CN=C32)N
• Uses: 9-BENZYLADENINE is a useful intermediate in the synthesis of 1-substituted adenines.

Technology Process of 9-Benzyladenine

There total 35 articles about 9-Benzyladenine 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: 75.0%

benzyl chloride (100-44-7) + adenine (66224-66-6,66224-67-7,66224-68-8,66224-69-9,134434-48-3,134434-49-4,134454-76-5,134461-75-9) → 9-benzyl-9H-purin-6-ylamine (4261-14-7) + 3-benzyladenine (7280-81-1)

Guidance literature:

With solution aqueuse d'hydroxide de sodium; tetrabutylammomium bromide; In benzene; for 12h; Heating;

Reference yield: 71.0%

adenine (66224-66-6,66224-67-7,66224-68-8,66224-69-9,134434-48-3,134434-49-4,134454-76-5,134461-75-9) + toluene (108-88-3,15644-74-3,16713-13-6) → 9-benzyl-9H-purin-6-ylamine (4261-14-7)

Guidance literature:

With tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide; In water; at 90 ℃; for 12h; Sealed tube;

DOI:10.1021/acs.joc.8b00066

Reference yield: 70.0%

guanidine hydrochloride (50-01-1) + 1-benzyl-4-cyano-5-<(methoxymethylene)amino>imidazole (111267-84-6) → 9-benzyl-9H-purin-6-ylamine (4261-14-7)

Guidance literature:

guanidine hydrochloride; With sodium methylate; In methanol; at 0 ℃; for 0.333333h;

1-benzyl-4-cyano-5-<(methoxymethylene)amino>imidazole; With aniline hydrochloride; at 20 ℃; for 20h;

DOI:10.1081/SCC-100000581

upstream raw materials:

N⁴-benzyl-pyrimidine-4,5,6-triyltriamine; sulfate

formamide

formic acid

5-Amino-1-benzyl-1H-imidazole-4-carboxamidine Hydrochloride

Downstream raw materials:

9-benzyl-6-hypoxanthine

9-benzyl-6-purine

9-benzyl-purine

2-[(9-Benzyl-9H-purin-6-ylamino)-methylene]-indan-1,3-dione

Refernces

• 1、 Mishra, Ashutosh Kumar,Prajapati, Rajneesh Kumar,Verma, Sandeep. "Probing structural consequences of N9-alkylation in silver-adenine frameworks". . p. 10034 - 10037. Retrieved 2010.
• 2、 Buyens, Dominique M. S.,Mangondo, Paidamwoyo,Cukrowski, Ignacy,Pilcher, Lynne A.. "Solvent-directed Regioselective Benzylation of Adenine: Characterization of N9-benzyladenine and N3-benzyladenine". . p. 2946 - 2950. Retrieved 2017.
• 3、 Luo, Zheng,Jiang, Ziyang,Jiang, Wei,Lin, Dongen. "C-H amination of purine derivatives via radical oxidative coupling". . p. 3710 - 3718. Retrieved 2018/04/14.