2-Benzylthio-6-chloropurine

Base Information

• Chemical Name: 2-Benzylthio-6-chloropurine
• CAS No.: 51998-91-5
• Molecular Formula: C12H9ClN4S
• Molecular Weight: 276.74500
• DSSTox Substance ID: DTXSID90457347
• Wikidata: Q82280173
• Mol file: 51998-91-5.mol

Synonyms:2-BENZYLTHIO-6-CHLOROPURINE;51998-91-5;2-benzylsulfanyl-6-chloro-7H-purine;2-BENZYLSULFANYL-6-CHLORO-9H-PURINE;SCHEMBL741057;2-Benzylmercapto-6-chloropurine;DTXSID90457347;VBPLCCYCWKFWAJ-UHFFFAOYSA-N;AB04844;2-BENZYLTHIO-6-CHLOROPURINE (2BS6ClP)

Chemical Property of 2-Benzylthio-6-chloropurine

Chemical Property:

• PSA: 79.76000
• LogP: 3.29860
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 276.0236452
• Heavy Atom Count: 18
• Complexity: 275

Purity/Quality:

97% ^*data from raw suppliers

2-BENZYLSULFANYL-6-CHLORO-9H-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)CSC2=NC3=C(C(=N2)Cl)NC=N3
• Uses: 2-Benzylthio-6-chloropurine is found in studies of 2-(benzylsulfanyl)-6-chloro-9-isopropylpurine and its uses as a valuable intermediate in the synthesis of diaminopurine cyclin dependent kinase (CDK) inhibitors.

Technology Process of 2-Benzylthio-6-chloropurine

There total 10 articles about 2-Benzylthio-6-chloropurine 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: 89.0%

1,7-Dihydro-2-[(phenylmethyl)thio]-6H-purin-6-one (5752-57-8) → 6-chloro-2-phenylmethylsulfanylpurine (51998-91-5)

Guidance literature:

With tetraethylammonium chloride; 2,4-dichlorophenoxyacetic acid dimethylamine; trichlorophosphate; In acetonitrile; for 0.5h; Heating;

DOI:10.1002/ejoc.200400748

Reference yield:

2-benzylmercapto-6-purinol → 2-benzylmercapto-6-chloropurine (51998-91-5)

Guidance literature:

2-benzylmercapto-6-purinol; With N,N-diethylaniline; trichlorophosphate; for 1.5h; Reflux;

With sodium hydroxide; In water;

With hydrogenchloride; In water; pH=1;

Reference yield:

2-phenylmethylsulfanylhypoxanthine (5752-57-8) → 6-chloro-2-phenylmethylsulfanylpurine (51998-91-5)

Guidance literature:

With N,N-diethylaniline; trichlorophosphate; at 110 ℃; for 5h;

DOI:10.1002/jhet.5570410416

upstream raw materials:

2-phenylmethylsulfanylhypoxanthine

1,7-Dihydro-2-[(phenylmethyl)thio]-6H-purin-6-one

5,6-diamino-2-(benzylsulfanyl)-4(3H)-pyrimidinone

benzyl chloride

Downstream raw materials:

(2-benzylsulfanyl-9H-purin-6-yl)-butyl-amine

2-Benzylthio-6-anilinopurine

2-benzylmercapto-6-(2-hydroxy-3-methoxybenzylamino)purine riboside

2-benzylmercapto-6-(2-hydroxy-3-methoxybenzylamino)purine

Refernces

• 1、 -. "SUBSTITUTED 6-ANILINOPURINE DERIVATIVES AS INHIBITORS OF CYTOKININ OXIDASE/DEHYDROGENASE AND PREPARATIONS CONTAINING THESE DERIVATIVES". Page/Page column 8. . Retrieved 2010/08/07.
• 2、 Taddei, David,Slawin, Alexandra M. Z.,Woollins, J. Derek. "2-(Benzylsulfanyl)-6-chloro-9-isopropylpurine, a valuable intermediate in the synthesis of diaminopurine cyclin dependent kinase inhibitors". . p. 939 - 947. Retrieved 2007/10/03.