2-Chlorothioxanthone

Base Information

• Chemical Name: 2-Chlorothioxanthone
• CAS No.: 86-39-5
• Molecular Formula: C13H7ClOS
• Molecular Weight: 246.717
• Hs Code.: 29349990
• European Community (EC) Number: 201-667-2
• UNII: RGS87T004B
• DSSTox Substance ID: DTXSID90861667
• Nikkaji Number: J25.391J
• Wikidata: Q27288110
• ChEMBL ID: CHEMBL1404465
• Mol file: 86-39-5.mol

Synonyms:2-chlorothioxanthen-9-one

Chemical Property of 2-Chlorothioxanthone

Chemical Property:

• Appearance/Colour: yellow powder
• Vapor Pressure: 6.5E-07mmHg at 25°C
• Melting Point: 152.5-153.5 °C(lit.)
• Refractive Index: 1.696
• Boiling Point: 409.4 °C at 760 mmHg
• Flash Point: 201.4 °C
• PSA: 45.31000
• Density: 1.417 g/cm³
• LogP: 4.06810
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Partly miscible in water.
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 245.9906137
• Heavy Atom Count: 16
• Complexity: 294

Purity/Quality:

≥98.0% ^*data from raw suppliers

2-Chlorothioxanthone ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F
• Statements: 11
• Safety Statements: 16-33

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C3=C(S2)C=CC(=C3)Cl
• Uses: 2-Chlorothioxanthone is used as pharmaceutical intermediate.

Technology Process of 2-Chlorothioxanthone

There total 26 articles about 2-Chlorothioxanthone 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: 98.0%

2-chloro-9H-thioxanthene (92-38-6) → 2-Chlorothioxanthone (86-39-5)

Guidance literature:

With tert.-butylnitrite; oxygen; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,2-dichloro-ethane; at 20 ℃; for 12h; Irradiation;

DOI:10.1055/s-0037-1610678

Reference yield: 95.0%

(2-bromo-5-chlorophenyl)(2-fluorophenyl)methanone (1449571-63-4) → 2-Chlorothioxanthone (86-39-5)

Guidance literature:

With sodiumsulfide nonahydrate; In N,N-dimethyl-formamide; at 60 ℃;

DOI:10.3987/COM-13-12855

Reference yield: 89.3%

2-carboxyphenyl 4-chlorophenyl sulphide (6469-85-8) → 2-Chlorothioxanthone (86-39-5)

Guidance literature:

With sulfuric acid; at 60 ℃; for 3h; Temperature;

upstream raw materials:

2-amino-9H-thioxanthen-9-one

3-(Dimethylamino)propyl chloride

2-carboxyphenyl 4-chlorophenyl sulphide

Thiosalicylic acid

Downstream raw materials:

2-chloro-9-(3-dimethylamino-propyl)-thioxanthen-9-ol

2-(phenylthio)thioxanthone

2-amino-9H-thioxanthen-9-one

2-hydroxy thioxanthone

Refernces

• 1、 Tammilehto. "Oxidation of chlorprothixene with potassium permanganate". . p. 524 - 524. Retrieved 1980.
• 2、 Schmidt, Tanno A.,Sparr, Christof. "Catalyst-Controlled Stereoselective Barton–Kellogg Olefination". supporting information. p. 23911 - 23916. Retrieved 2021/10/08.
• 3、 Zhou, Jiacheng,Li, Meichao,Li, Tianci,Li, Chunmei,Hu, Xinquan,Jin, Liqun,Sun, Nan,Hu, Baoxiang,Shen, Zhenlu. "Ultraviolet-light-induced aerobic oxidation of benzylic C(sp3)-H of alkylarenes under catalyst- and additive-free conditions". . . Retrieved 2021/02/01.