Purine, 6-(phenylthio)-

Base Information

• Chemical Name: Purine, 6-(phenylthio)-
• CAS No.: 5450-35-1
• Molecular Formula: C11H8 N4 S
• Molecular Weight: 228.27
• Hs Code.: 2933990090
• NSC Number: 15746
• UNII: 3KH11DU8DY
• DSSTox Substance ID: DTXSID20202908
• Wikidata: Q83076256
• ChEMBL ID: CHEMBL175600
• Mol file: 5450-35-1.mol

Synonyms:Purine, 6-(phenylthio)-;5450-35-1;6-(Phenylthio)purine;1H-Purine, 6-(phenylthio)-;6-phenylsulfanyl-7H-purine;6-(Phenylthio)-9H-purine;NSC 15746;BRN 0013668;3KH11DU8DY;AI3-52068;NSC-15746;4-26-00-01985 (Beilstein Handbook Reference);9H-Purine, 6-(phenylthio)-;D04CRB;UNII-3KH11DU8DY;6-Phenylsulfanyl-9H-purine;SCHEMBL796397;6-(phenylsulfanyl)-7H-purine;CHEMBL175600;DTXSID20202908;NSC15746;LS-127134

Chemical Property of Purine, 6-(phenylthio)-

Chemical Property:

• Vapor Pressure: 1.14E-10mmHg at 25°C
• Boiling Point: 527.1°Cat760mmHg
• Flash Point: 272.6°C
• PSA: 79.76000
• Density: 1.45g/cm³
• LogP: 2.50410
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 228.04696745
• Heavy Atom Count: 16
• Complexity: 232

Purity/Quality:

99% ^*data from raw suppliers

6-(PHENYLTHIO)PURINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)SC2=NC=NC3=C2NC=N3

Technology Process of Purine, 6-(phenylthio)-

There total 4 articles about Purine, 6-(phenylthio)- 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: 99.0%

sodium thiophenolate (930-69-8) + 6-chloropurine (87-42-3) → 6-(phenylsulfanyl)purine (5450-35-1)

Guidance literature:

In N,N-dimethyl-formamide; at 80 ℃; for 0.0166667h; microwave irradiation;

DOI:10.1016/j.tet.2007.02.124

Reference yield: 89.0%

thiophenol (108-98-5) + 6-chloropurine (87-42-3) → 6-(phenylsulfanyl)purine (5450-35-1)

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;

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

DOI:10.1021/acs.joc.9b00840

Reference yield: 55.0%

S-Phenyl benzenethiosulfonate (1212-08-4) + 6-iodopurine (2545-26-8) → 6-(phenylsulfanyl)purine (5450-35-1)

Guidance literature:

6-iodopurine; With methylmagnesium chloride; lithium chloride; In tetrahydrofuran; at -20 ℃; for 0.333333h;

With TurboGrignard; In tetrahydrofuran; at 20 ℃; for 1h;

S-Phenyl benzenethiosulfonate; In tetrahydrofuran; at -30 - 20 ℃; Further stages.;

DOI:10.1021/ol063136w

upstream raw materials:

thiophenol

6-chloro-7H-purine

6-chloropurine

sodium thiophenolate

Downstream raw materials:

C₂₀H₁₆N₄O₂S

C₂₀H₁₆N₄O₂S

Refernces

• 1、 Bhujabal, Yuvraj B.,Vadagaonkar, Kamlesh S.,Gholap, Aniket,Sanghvi, Yogesh S.,Dandela, Rambabu,Kapdi, Anant R.. "HFIP Promoted Low-Temperature SNAr of Chloroheteroarenes Using Thiols and Amines". . p. 15343 - 15354. Retrieved 2019/12/04.
• 2、 Kopp, Felix,Knoechel, Paul. "Functionalization of unprotected uracil derivatives using the halogen - Magnesium exchange". . p. 1639 - 1641. Retrieved 2008/02/02.