2-(4-Chlorophenyl)-4-methyl-1,3-thiazole-5-carbonyl chloride

Base Information

• Chemical Name: 2-(4-Chlorophenyl)-4-methyl-1,3-thiazole-5-carbonyl chloride
• CAS No.: 54001-22-8
• Molecular Formula: C11H7Cl2NOS
• Molecular Weight: 272.15
• Hs Code.: 2934100090
• DSSTox Substance ID: DTXSID30428172
• Wikidata: Q82240970
• Mol file: 54001-22-8.mol

Synonyms:2-(4-chlorophenyl)-4-methyl-1,3-thiazole-5-carbonyl chloride;54001-22-8;SCHEMBL12475206;DTXSID30428172;MFCD07772805;MS-22232;FT-0712539;J-505950

Chemical Property of 2-(4-Chlorophenyl)-4-methyl-1,3-thiazole-5-carbonyl chloride

Chemical Property:

• Vapor Pressure: 1.81E-06mmHg at 25°C
• Melting Point: 180 °C
• Refractive Index: 1.617
• Boiling Point: 395.6 °C at 760 mmHg
• Flash Point: 193.1 °C
• PSA: 58.20000
• Density: 1.417 g/cm³
• LogP: 4.15090
• Storage Temp.: Keep Under nitrogen
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 270.9625404
• Heavy Atom Count: 16
• Complexity: 269

Purity/Quality:

98%min ^*data from raw suppliers

2-(4-CHLOROPHENYL)-4-METHYL-1,3-THIAZOLE-5-CARBONYL CHLORIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(SC(=N1)C2=CC=C(C=C2)Cl)C(=O)Cl

Technology Process of 2-(4-Chlorophenyl)-4-methyl-1,3-thiazole-5-carbonyl chloride

There total 3 articles about 2-(4-Chlorophenyl)-4-methyl-1,3-thiazole-5-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:

ethyl 2-(4-chlorophenyl)-4-methyl-1,3-thiazole-5-carboxylate (54001-12-6) → 5-chlorocarbonyl-2-(4-chlorophenyl)-4-methylthiazole (54001-22-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / NaOH / ethanol; H₂O / 1.5 h / 85 °C

2: SOCl₂ / 3 h / Heating

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

DOI:10.1021/jm058056x

Reference yield:

2-(4-chlorophenyl)-4-methyl-1,3-thiazole-5-carboxylic acid (54001-17-1) → 5-chlorocarbonyl-2-(4-chlorophenyl)-4-methylthiazole (54001-22-8)

Guidance literature:

With thionyl chloride; Heating;

Reference yield:

2-(4-chlorophenyl)-4-methyl-thiazole-5-carboxylic acid methyl ester (337924-65-9) → 5-chlorocarbonyl-2-(4-chlorophenyl)-4-methylthiazole (54001-22-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide / methanol; water / 2 h / Reflux; Inert atmosphere

1.2: pH 2 / Inert atmosphere

2.1: thionyl chloride / 2 h / Reflux; Inert atmosphere

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

DOI:10.1021/jm1013538

upstream raw materials:

2-(4-chlorophenyl)-4-methyl-1,3-thiazole-5-carboxylic acid

ethyl 2-(4-chlorophenyl)-4-methyl-1,3-thiazole-5-carboxylate

2-(4-chlorophenyl)-4-methyl-thiazole-5-carboxylic acid methyl ester

Downstream raw materials:

N-allyl-4-(dibromomethyl)-2-(4-chlorophenyl)thiazole-5-carboxamide

4-(dibromomethyl)-2-(4-chlorophenyl)-N-ethylthiazole-5-carboxamide

4-(dibromomethyl)-2-(4-chlorophenyl)-N-(prop-2-ynyl)thiazole-5-carboxamide

ethyl 4-(dibromomethyl)-2-(4-chlorophenyl)thiazole-5-carboxylate

Refernces

• 1、 Sierra, Michael L.,Beneton, Véronique,Boullay, Anne-Bénédict,Boyer, Thierry,Brewster, Andrew G.,Donche, Frédéric,Forest, Marie-Claire,Fouchet, Marie-Hélène,Gellibert, Fran?oise J.,Grillot, Didier A.,Lambert, Millard H.,Laroze, Alain,Le Grumelec, Christelle,Linget, Jean Michel,Montana, Valerie G.,Nguyen, Van-Loc,Nicodème, Edwige,Patel, Vipul,Penfornis, Annie,Pineau, Olivier,Pohin, Danig,Potvain, Florent,Poulain, Géraldine,Ruault, Cécile Bertho,Saunders, Michael,Toum, Jér?me,Xu, H. Eric,Xu, Robert X.,Pianetti, Pascal M.. "Substituted 2-[(4-aminomethyl)phenoxy]-2-methylpropionic acid PPARα agonists. 1. Discovery of a novel series of potent HDLc raising agents". . p. 685 - 695. Retrieved 2007/10/03.