1-THIOFLAVONE

Base Information

• Chemical Name: 1-THIOFLAVONE
• CAS No.: 784-62-3
• Molecular Formula: C15H10 O S
• Molecular Weight: 238.31
• European Community (EC) Number: 621-054-7
• UNII: 5821R1QE5H
• DSSTox Substance ID: DTXSID8061139
• Nikkaji Number: J79.952A
• Wikidata: Q27261542
• ChEMBL ID: CHEMBL58311
• Mol file: 784-62-3.mol

Synonyms:1-Thioflavone(6CI,7CI,8CI); 1-Thiaflavone; 2-Phenyl-1-thiochromone;2-Phenyl-4H-1-benzothiopyran-4-one; 2-Phenylbenzothiopyran-4-one;2-Phenylthiochromen-4-one; 2-Phenylthiochromone; Thioflavone

Chemical Property of 1-THIOFLAVONE

Chemical Property:

• Vapor Pressure: 2.86E-06mmHg at 25°C
• Melting Point: 125-127 °C(lit.)
• Boiling Point: 389.4°C at 760 mmHg
• Flash Point: 215.3°C
• PSA: 45.31000
• Density: 1.269g/cm³
• LogP: 3.92850
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 238.04523611
• Heavy Atom Count: 17
• Complexity: 328

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-THIOFLAVONE

There total 88 articles about 1-THIOFLAVONE 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%

1-(2-chlorophenyl)-3-phenyl-2-propyn-1-one (16619-64-0) → 1-thioflavone (784-62-3)

Guidance literature:

With sodium tetrahydroborate; sulfur; at 50 - 100 ℃; for 2h; chemoselective reaction; Inert atmosphere; Green chemistry;

DOI:10.21577/0103-5053.20210051

Reference yield: 96.0%

1-(2-mercaptophenyl)-3-phenyl-1,3-propanedione (1162791-77-6) → 1-thioflavone (784-62-3)

Guidance literature:

With sulfuric acid; In acetonitrile; at 20 ℃; for 1h;

DOI:10.5012/bkcs.2011.32.4.1383

Reference yield: 95.0%

C15H10BrClO → 1-thioflavone (784-62-3)

Guidance literature:

With sodium hydrogensulfide; caesium carbonate; In dimethyl sulfoxide; at 20 - 140 ℃; for 20h; Sealed tube;

DOI:10.1055/s-0036-1588466

upstream raw materials:

(N-phenyliminovinylidene)triphenylphosphorane

2-(benzoylmercapto)benzoic acid

S-phenyl thiocinnamate

Ethyl 3-phenyl-3,3-bis(phenylthio)propionate

Downstream raw materials:

2-phenylthiochroman-4-ol

2-phenyl-thiochroman-4-one

3,4-Dihydro-2-phenyl-2H-1-benzothiopyran

1-thioflavone 1-oxide

Refernces

• 1、 Sundaravelu, Nallappan,Singha, Tushar,Nandy, Anuradha,Sekar, Govindasamy. "Copper-catalyzed domino synthesis of multi-substituted benzo[: B] thiophene through radical cyclization using xanthate as a sulfur surrogate". . p. 4512 - 4515. Retrieved 2021.
• 2、 Wang, Wei,Bao, Zhi-Peng,Qi, Xinxin,Wu, Xiao-Feng. "Nickel-Catalyzed One-Pot Carbonylative Synthesis of 2-Mono- And 2,3-Disubstituted Thiochromenones from 2-Bromobenzenesulfonyl Chlorides and Alkynes". . p. 6589 - 6593. Retrieved 2021/08/30.