6-Ethylmercaptopurine

Base Information

• Chemical Name: 6-Ethylmercaptopurine
• CAS No.: 5417-84-5
• Molecular Formula: C₇H₈N₄S
• Molecular Weight: 180.233
• Hs Code.: 2933990090
• European Community (EC) Number: 622-166-9
• NSC Number: 11588
• UNII: BS3UBK0V8Y
• DSSTox Substance ID: DTXSID40202521
• Nikkaji Number: J381.490D
• Wikidata: Q27116090
• Metabolomics Workbench ID: 68035
• ChEMBL ID: CHEMBL326496
• Mol file: 5417-84-5.mol

Synonyms:6-ethylmercaptopurine;6-ethylthiopurine

Chemical Property of 6-Ethylmercaptopurine

Chemical Property:

• Vapor Pressure: 0.00173mmHg at 25°C
• Melting Point: 196 °C
• Boiling Point: 460.2°Cat760mmHg
• PKA: 8.17±0.20(Predicted)
• Flash Point: 232.1°C
• PSA: 79.76000
• Density: 1.39g/cm³
• LogP: 1.46490
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 180.04696745
• Heavy Atom Count: 12
• Complexity: 154

Purity/Quality:

97% ^*data from raw suppliers

6-Ethylmercaptopurine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 40
• Safety Statements: 22-36

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCSC1=NC=NC2=C1NC=N2

Technology Process of 6-Ethylmercaptopurine

There total 5 articles about 6-Ethylmercaptopurine 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: 80.0%

ethyl bromide (74-96-4) + 6-Mercaptopurine (157930-09-1,157930-10-4,157930-11-5,157930-13-7,157930-14-8) → 6-ethylthiopurine (5417-84-5)

Guidance literature:

6-Mercaptopurine; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at 20 ℃; for 0.0833333h;

ethyl bromide; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1007/s00044-018-2275-9

Reference yield: 67.0%

6-chloropurine (87-42-3) + ethanethiol (75-08-1) → 6-(ethylthio)-9H-purine (5417-84-5)

Guidance literature:

6-chloropurine; With (1,3,5-triaza-7-phosphaadamantan-1-ium-1-yl)butane-1-sulfonate; palladium diacetate; In N,N-dimethyl-formamide; for 0.0833333h; Schlenk technique; Inert atmosphere;

ethanethiol; With potassium phosphate; In N,N-dimethyl-formamide; at 50 ℃; for 2h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.9b00840

Reference yield:

ethyl bromide (74-96-4) + 6H-purine-6-thione (50-44-2) → 6-ethylthiopurine (5417-84-5)

Guidance literature:

With sodium hydroxide;

DOI:10.1021/ja01517a030 DOI:10.1021/ja01600a075

upstream raw materials:

ethyl bromide

6H-purine-6-thione

ethyl iodide

6-chloro-7H-purine

Downstream raw materials:

6-ethylsulfonylpurine

Refernces

• 1、 Bandaru, Siva Sankar Murthy,Bhilare, Shatrughn,Cardozo, Jesvita,Chrysochos, Nicolas,Schulzke, Carola,Sanghvi, Yogesh S.,Gunturu, Krishna Chaitanya,Kapdi, Anant R.. "Pd/PTABS: Low-Temperature Thioetherification of Chloro(hetero)arenes". . p. 8921 - 8940. Retrieved 2019/07/08.