5-Thiazolecarbonyl chloride (9CI)

Base Information

• Chemical Name: 5-Thiazolecarbonyl chloride (9CI)
• CAS No.: 41125-73-9
• Molecular Formula: C4H2 Cl N O S
• Molecular Weight: 147.58278
• Hs Code.: 2934100090
• Mol file: 41125-73-9.mol

Synonyms:1,3-Thiazole-5-carbonylchloride; 5-(Chloroformyl)thiazole

Chemical Property of 5-Thiazolecarbonyl chloride (9CI)

Chemical Property:

• Vapor Pressure: 0.0794mmHg at 25°C
• Refractive Index: 1.583
• Boiling Point: 227°Cat760mmHg
• Flash Point: 91.1°C
• PSA: 58.20000
• Density: 1.497g/cm³
• LogP: 1.52210

Purity/Quality:

5-THIAZOLECARBONYL CHLORIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Thiazolecarbonyl chloride (9CI)

There total 1 articles about 5-Thiazolecarbonyl chloride (9CI) 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: 92.0%

thiazole-5-carboxylic acid (14527-41-4) → thiazole-5-carbonyl chloride (41125-73-9)

Guidance literature:

With thionyl chloride; at 80 ℃; for 5h; Sealed tube;

Reference yield:

thiazole-5-carbonyl chloride (41125-73-9) + 2,6-difluoro-N1-(3-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-yl)pyridin-2-yl)benzene-1,3-diamine (1380228-73-8) → N-(2,4-difluoro-3-(3-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-yl)pyridin-2-ylamino)phenyl)thiazole-5-carboxamide

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 3h;

Reference yield:

thiazole-5-carbonyl chloride (41125-73-9) + 4-((3-chlorophenylamino)methyl)-8-fluoroquinolin-2(1H)-one (953070-58-1) → N-(3-chlorophenyl)-N-((8-fluoro-2-oxo-1,2-dihydroquinolin-4-yl)methyl)thiazole-5-carboxamide (953065-70-8)

Guidance literature:

thiazole-5-carbonyl chloride; 4-((3-chlorophenylamino)methyl)-8-fluoroquinolin-2(1H)-one; With N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; at 25 ℃; for 14h; Inert atmosphere;

With propylamine; In 1-methyl-pyrrolidin-2-one; at 25 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/jm900173b

upstream raw materials:

thiazole-5-carboxylic acid

Downstream raw materials:

thiazole-5-carboxylic acid (4-chloro-2-methyl-phenyl)-amide

N-(3-chlorophenyl)-N-((8-fluoro-2-oxo-1,2-dihydroquinolin-4-yl)methyl)thiazole-5-carboxamide

C₂₄H₂₄N₆O₂S

N-[2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl]thiazole-5-carboxamide

Refernces

• 1、 Simpson, Graham L.,Bertrand, Sophie M.,Borthwick, Jennifer A.,Campobasso, Nino,Chabanet, Julien,Chen, Susan,Coggins, Julia,Cottom, Josh,Christensen, Siegfried B.,Dawson, Helen C.,Evans, Helen L.,Hobbs, Andrew N.,Hong, Xuan,Mangatt, Biju,Munoz-Muriedas, Jordi,Oliff, Allen,Qin, Donghui,Scott-Stevens, Paul,Ward, Paris,Washio, Yoshiaki,Yang, Jingsong,Young, Robert J.. "Identification and Optimization of Novel Small c-Abl Kinase Activators Using Fragment and HTS Methodologies". supporting information. p. 2154 - 2171. Retrieved 2019/02/26.
• 2、 Du, Xiaohui,Kim, Yong-Jae,Lai, Sujen,Chen, Xi,Lizarzaburu, Mike,Turcotte, Simon,Fu, Zice,Liu, Qingxiang,Zhang, Ying,Motani, Alykhan,Oda, Kozo,Okuyama, Ryo,Nara, Futoshi,Murakoshi, Michiko,Fu, Angela,Reagan, Jeff D.,Fan, Peter,Xiong, Yumei,Shen, Wang,Li, Leping,Houze, Jonathan,Medina, Julio C.. "Phenylalanine derivatives as GPR142 agonists for the treatment of Type II diabetes". . p. 6218 - 6223. Retrieved 2012/10/29.