COUMARIN-3-CARBOXYLIC ACID CHLORIDE

Base Information

• Chemical Name: COUMARIN-3-CARBOXYLIC ACID CHLORIDE
• CAS No.: 3757-06-0
• Molecular Formula: C10H5ClO3
• Molecular Weight: 208.601
• Hs Code.: 2932209090
• Mol file: 3757-06-0.mol

Synonyms:2-oxo-2H-chromene-3-carbonyl chloride;Coumarin-3-carboxylic acid chloride;coumarin-3-carboxilic acid chloride;chromone-3-carbonyl chloride;2-oxo-2H-1-benzopyran-3-carboxylic acid chloride;2H-1-Benzopyran-3-carbonyl chloride,2-oxo;coumarin-3-carbonyl chloride;

Chemical Property of COUMARIN-3-CARBOXYLIC ACID CHLORIDE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 369.705oC at 760 mmHg
• Flash Point: 171.189oC
• PSA: 47.28000
• Density: 1.477g/cm3
• LogP: 2.17200

Purity/Quality:

95% ^*data from raw suppliers

2H-1-BENZOPURAN-3-CARBONYLCHLORIDE,2-OXO- 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of COUMARIN-3-CARBOXYLIC ACID CHLORIDE

There total 10 articles about COUMARIN-3-CARBOXYLIC ACID 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: 99.0%

2-oxo-2H-chromene-3-carboxylic acid (531-81-7) → coumarin 3-carboxylic acid chloride (3757-06-0)

Guidance literature:

With thionyl chloride; at 80 ℃; for 4h;

DOI:10.1080/14756366.2017.1354857

Reference yield: 90.0%

→ coumarin 3-carboxylic acid chloride (3757-06-0)

Guidance literature:

Reference yield:

ethyl coumarin-3-carboxylate (1846-76-0) → coumarin 3-carboxylic acid chloride (3757-06-0)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH; H₂O / ethanol / Heating

2: SOCl₂

With sodium hydroxide; thionyl chloride; water; In ethanol;

DOI:10.1016/j.saa.2006.12.052

upstream raw materials:

2-oxo-2H-chromene-3-carboxylic acid

ethyl coumarin-3-carboxylate

salicylaldehyde

2-methyl-benzyl alcohol

Downstream raw materials:

coumarin-3-carbonylmorpholine

2-oxo-2H-chromene-3-carboxylic acid-(4-nitro-phenyl ester)

2-oxo-2H-chromene-3-carboxylic acid p-tolyl ester

2-oxo-2H-chromene-3-carboxylic acid (4-methoxy-phenyl)-amide

Refernces

• 1、 Cui, Yanhong,Li, Yujin,Tang, Xue,Xue, Shuai,Yu, Zihua,Zhou, Zichun. "Blue fluorescence from pyridinyl coumarincarboxymides structure having high quantum yield in solution". . . Retrieved 2022.
• 2、 Polyansky, Dmitry E.,Neckers, Douglas C.. "Photodecomposition of organic peroxides containing coumarin chromophore: Spectroscopic studies". . p. 2793 - 2800. Retrieved 2005.
• 3、 Zengin Kurt, Belma,Sonmez, Fatih,Durdagi, Serdar,Aksoydan, Busecan,Ekhteiari Salmas, Ramin,Angeli, Andrea,Kucukislamoglu, Mustafa,Supuran, Claudiu T.. "Synthesis, biological activity and multiscale molecular modeling studies for coumaryl-carboxamide derivatives as selective carbonic anhydrase IX inhibitors". . p. 1042 - 1052. Retrieved 2017.
• 4、 Cui, Yanhong,Li, Yujin,Lin, Zhangqi,Niu, Wenjie,Tang, Xue,Zhou, Zichun. "A novel “turn-off” fluorescent sensor for Al3+ detection based on quinolinecarboxamide-coumarin". . . Retrieved 2020.
• 5、 Li, Mei-Jin,Wong, Keith Man-Chung,Yi, Changqing,Yam, Vivian Wing-Wah. "New ruthenium(II) complexes functionalized with coumarin derivatives: Synthesis, energy-transfer-based sensing of esterase, cytotoxicity, and imaging studies". . p. 8724 - 8730. Retrieved 2012.
• 6、 Aminarshad, Farzaneh,Heidari, Shima,Mostajeran, Neda,Massah, Ahmad Reza. "Design, solvent-free synthesis and antibacterial activity evaluation of new coumarin sulfonamides". . p. 547 - 562. Retrieved 2021/08/16.
• 7、 Mente?e, Emre,Güner, Adem,Polatl?, Elifsu,Emirik, Mustafa,Bekta?, Hakan,Kahveci, Bahittin. "Synthesis and anticancer activities of some new coumarin derivatives including the triazole ring and their in silico molecular docking studies". . . Retrieved 2020/11/30.