5-CHLOROTHIOPHENE-2-CARBONYL CHLORIDE

Base Information

• Chemical Name: 5-CHLOROTHIOPHENE-2-CARBONYL CHLORIDE
• CAS No.: 42518-98-9
• Molecular Formula: C5H2Cl2OS
• Molecular Weight: 181.042
• Hs Code.: 2934999090
• Mol file: 42518-98-9.mol

Synonyms:5-Chloro-2-thenoylchloride;5-Chloro-2-thienoyl chloride;5-Chloro-2-thienylcarbonyl chloride;5-Chloro-2-thiophenecarbonyl chloride;5-Chlorothiophen-2-carboxylic acidchloride;

Chemical Property of 5-CHLOROTHIOPHENE-2-CARBONYL CHLORIDE

Chemical Property:

• Vapor Pressure: 0.0937mmHg at 25°C
• Refractive Index: 1.593
• Boiling Point: 223.9 °C at 760 mmHg
• Flash Point: 89.2 °C
• PSA: 45.31000
• Density: 1.543 g/cm³
• LogP: 2.78050
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Moisture Sensitive
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: Slightly soluble in water.

Purity/Quality:

99% ^*data from raw suppliers

5-Chloro-2-ThiophenecarbonylChloride(>90%) ^*data from reagent suppliers

Safty Information:

• Statements: 36-43
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-Chlorothiophene-2-carbonyl chloride used as a intermediate for rivaroxaban.

Technology Process of 5-CHLOROTHIOPHENE-2-CARBONYL CHLORIDE

There total 8 articles about 5-CHLOROTHIOPHENE-2-CARBONYL CHLORIDE 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: 100.0%

5-Chlorothiophene-2-carboxylic acid (24065-33-6) → 5-chlorothiophene-2-carbonyl chloride (42518-98-9)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; In dichloromethane; for 16h; Heating / reflux;

Reference yield: 100.0%

2-thienyl chloride (96-43-5) + sulfolane (126-33-0,208252-54-4) + oxalyl dichloride (79-37-8) → 5-chlorothiophene-2-carbonyl chloride (42518-98-9)

Guidance literature:

at 165 ℃; for 17.5h; Temperature;

Reference yield: 80.0%

2-acetyl-5-chlorothiophene (6310-09-4) → 5-chlorothiophene-2-carbonyl chloride (42518-98-9)

Guidance literature:

2-acetyl-5-chlorothiophene; With pyridine; disulfur dichloride; In chlorobenzene; at 20 ℃; for 2h;

With sulfuryl dichloride; In chlorobenzene; at 20 - 132 ℃; for 15.5h;

upstream raw materials:

2-thienyl chloride

oxalyl dichloride

5-Chlorothiophene-2-carboxylic acid

2-acetyl-5-chlorothiophene

Downstream raw materials:

ethyl 5‐chlorothiophene‐2‐carboxylate

5-Chlorothiophene-2-carboxylic acid

Rivaroxaban

5-chloro-N-({(5R)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl}methyl)thiophene-2-carboxamide

Refernces

• 1、 Zhu, Linglong,Hu, Haiwen,Qi, Liang,Zheng, Yi,Zhong, Weihui. "Enantioselective Allylic Substitution of Morita-Baylis-Hillman Adducts Catalyzed by Chiral Bifunctional Ferrocenylphosphines". . p. 2139 - 2144. Retrieved 2016.
• 2、 Ray, Anne-Marie,Salim, Nilshad,Stevens, Mckayla,Chitre, Siddhi,Abdeen, Sanofar,Washburn, Alex,Sivinski, Jared,O'Hagan, Heather M.,Chapman, Eli,Johnson, Steven M.. "Exploiting the HSP60/10 chaperonin system as a chemotherapeutic target for colorectal cancer". . . Retrieved 2021/05/13.
• 3、 Mao, Shiying,Wu, Chengyu,Gao, Yanqing,Hao, Jin,He, Xiaohua,Tao, Pan,Li, Jian,Shang, Shibin,Song, Zhanqian,Song, Jie. "Pine Rosin as a Valuable Natural Resource in the Synthesis of Fungicide Candidates for Controlling Fusarium oxysporum on Cucumber". . p. 6475 - 6484. Retrieved 2021/06/28.