2-Phenyl-1-benzothiopyran-1,4-dione

Base Information

• Chemical Name: 2-Phenyl-1-benzothiopyran-1,4-dione
• CAS No.: 65373-82-2
• Molecular Formula: C15H10O2S
• Molecular Weight: 254.30400
• ChEMBL ID: CHEMBL123391
• DSSTox Substance ID: DTXSID50580483
• Nikkaji Number: J326.026G
• Mol file: 65373-82-2.mol

Synonyms:CHEMBL123391;65373-82-2;2-Phenyl-1-benzothiopyran-1,4-dione;DTXSID50580483;BDBM50073416;1-Oxo-2-phenyl-1H-1lambda*4*-thiochromen-4-one;4-Oxo-2-phenyl-1,4-dihydro-1lambda*4*-thiochromen-1-ol anion

Chemical Property of 2-Phenyl-1-benzothiopyran-1,4-dione

Chemical Property:

• PSA: 55.84000
• LogP: 3.80970
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 254.04015073
• Heavy Atom Count: 18
• Complexity: 393

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC(=O)C3=CC=CC=C3S2=O

Technology Process of 2-Phenyl-1-benzothiopyran-1,4-dione

There total 9 articles about 2-Phenyl-1-benzothiopyran-1,4-dione 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: 90.0%

1-thioflavone (784-62-3) → 1-thioflavone 1-oxide (65373-82-2)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 12h; Ambient temperature;

DOI:10.1021/jm960008c

Reference yield: 30.0%

1-thioflavone (784-62-3) → 1-thioflavone 1-oxide (65373-82-2) + 2-phenyl-4H-thiochromen-4-one 1,1-dioxide (22810-28-2)

Guidance literature:

With dihydrogen peroxide; In acetic acid; at 70 ℃; for 6h;

DOI:10.1002/jhet.5570210138

Reference yield: 25.0%

3-bromo-2-phenyl-thiochroman-4-one (32784-07-9) → 1-thioflavone 1-oxide (65373-82-2) + 1-thioflavone (784-62-3) + 2-benzoylbenzothiophen-3(2H)-one (55405-42-0) + 3-bromo-1-oxo-2-phenyl-1H-1λ4-thiochromen-4-one

Guidance literature:

With potassium hydroxide; [bis(acetoxy)iodo]benzene; In methanol; for 72h; Further byproducts given; Ambient temperature;

DOI:10.1080/00397919908086175

upstream raw materials:

1-thioflavone

3-bromo-2-phenyl-thiochroman-4-one

ethyl 3-oxo-3-phenylpropionate

thiophenol

Downstream raw materials:

2-phenyl-4H-thiochromen-4-one 1,1-dioxide

Refernces

• 1、 Patonay,Adam,Levai,Koever,Nemeth,Peters,Peters. "Chemo- and diastereoselectivity in the dimethyldioxirane oxidation of 2,3-dihydro-4H-1-benzothiopyran-4-ones and 4H-1-benzothiopyran-4-ones. Unusual reactivity of 4H-1-benzothiopyran-4-one 1-oxides1". . p. 2275 - 2280. Retrieved 2007/10/03.
• 2、 Wang, Hui-Kang,Bastow, Kenneth F.,Cosentino, L. Mark,Lee, Kuo-Hsiung. "Antitumor agents. 166. Synthesis and biological evaluation of 5,6,7,8-substituted-2-phenylthiochromen-4-ones". . p. 1975 - 1980. Retrieved 2007/10/03.