6-Chloro-7-phenacylpurine

Base Information

• Chemical Name: 6-Chloro-7-phenacylpurine
• CAS No.: 154771-44-5
• Molecular Formula: C₁₃H₉ClN₄O
• Molecular Weight: 272.694
• DSSTox Substance ID: DTXSID801260479
• Mol file: 154771-44-5.mol

Synonyms:6-chloro-7-phenacylpurine;DTXSID801260479;154771-44-5;2-(6-Chloro-7H-purin-7-yl)-1-phenylethanone

Chemical Property of 6-Chloro-7-phenacylpurine

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 272.0464886
• Heavy Atom Count: 19
• Complexity: 335

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)CN2C=NC3=C2C(=NC=N3)Cl

Technology Process of 6-Chloro-7-phenacylpurine

There total 3 articles about 6-Chloro-7-phenacylpurine 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: 69.0%

α-bromoacetophenone (70-11-1) + 6-chloropurine (87-42-3) → 2-(6-chloro-7H-purin-7-yl)-1-phenylethanone (154771-44-5)

Guidance literature:

6-chloropurine; With methylmagnesium chloride; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;

α-bromoacetophenone; In tetrahydrofuran; at -78 - 20 ℃; for 8h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b02994

Reference yield: 23.0%

α-bromoacetophenone (70-11-1) + 6-chloropurine (87-42-3) → 2-(6-Chloro-purin-9-yl)-1-phenyl-ethanone (344340-40-5) + 2-(6-chloro-7H-purin-7-yl)-1-phenylethanone (154771-44-5)

Guidance literature:

With potassium carbonate; In acetonitrile;

Reference yield:

1-chloroacetophenone (532-27-4,108321-66-0,164322-25-2) + 6-chloro-7H-purine (87-42-3,111055-92-6) → 2-(6-Chloro-purin-9-yl)-1-phenyl-ethanone (344340-40-5) + 2-(6-chloro-7H-purin-7-yl)-1-phenylethanone (154771-44-5)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction. Yields of byproduct given; 1.) DMF, 30 deg C, 1 h, 2.) DMF, 16 h;

upstream raw materials:

1-chloroacetophenone

6-chloro-7H-purine

α-bromoacetophenone

6-chloropurine

Downstream raw materials:

2-(6-methoxy-7-purin-7-yl)-1-phenylethanone

7-phenacylhypoxanthine

6-mercapto-7-phenacylpurine

6-azido-7-phenacylpurine