2-chloro-6-methyl-9H-purine

Base Information

• Chemical Name: 2-chloro-6-methyl-9H-purine
• CAS No.: 1681-19-2
• Molecular Formula: C6H5 Cl N4
• Molecular Weight: 168.585
• Hs Code.: 2933990090
• NSC Number: 17823
• DSSTox Substance ID: DTXSID70421344
• Mol file: 1681-19-2.mol

Synonyms:2-chloro-6-methyl-9H-purine;1681-19-2;2-chloro-6-methyl-7H-purine;2-chloro-6-methylpurine;SCHEMBL4451632;DTXSID70421344;9H-Purine, 2-chloro-6-methyl-;BAA68119;NSC17823;MFCD09756840;NSC-17823;AKOS006327553;AKOS028109293;DS-13725;CS-0153395;C73234

Chemical Property of 2-chloro-6-methyl-9H-purine

Chemical Property:

• Vapor Pressure: 0.019mmHg at 25°C
• Boiling Point: 261.2°Cat760mmHg
• Flash Point: 111.8°C
• PSA: 54.46000
• Density: 1.69g/cm³
• LogP: 1.31470
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 168.0202739
• Heavy Atom Count: 11
• Complexity: 154

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-6-methyl-9H-purine 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C(=NC(=N1)Cl)N=CN2

Technology Process of 2-chloro-6-methyl-9H-purine

There total 5 articles about 2-chloro-6-methyl-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: 79.0%

2-chloro-6-methyl-9-(tetrahydropyran-2-yl)purine (571164-91-5) → 2-chloro-6-methyl-9H-purine (1681-19-2)

Guidance literature:

With Dowex 50X₈ (H⁽¹⁺⁾ form); In ethanol; water; for 1h; Heating;

DOI:10.1021/jo034351i

Reference yield:

4-Amino-5-nitro-6-methyl-2-chloropyrimidine (5453-06-5) → 2-chloro-6-methyl-7(9)H-purine (1681-19-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Raney nickel; methanol / Hydrogenation

2: acetic acid anhydride

With methanol; acetic anhydride; nickel;

DOI:10.1021/ja01510a044

Reference yield:

2-Chloro-4,5-diamino-6-methylpyrimidine (63211-98-3) + orthoformic acid triethyl ester (122-51-0) → 2-chloro-6-methyl-7(9)H-purine (1681-19-2)

Guidance literature:

With acetic anhydride;

DOI:10.1021/ja01510a044

upstream raw materials:

2-Chloro-4,5-diamino-6-methylpyrimidine

orthoformic acid triethyl ester

4-Amino-5-nitro-6-methyl-2-chloropyrimidine

2-chloro-6-methyl-9-(tetrahydropyran-2-yl)purine

Downstream raw materials:

6-methylpurine

Refernces

• 1、 Kos, Nico J.,Plas, Henk C. van der. "Occurrence of the SNANRORC Mechanism in the Amination of 2-Substituted Purines with Potassium Amide in Liquid Ammonia". . p. 2942 - 2945. Retrieved 2007/10/02.