Methyl 3-phenyl-1,2-thiazole-5-carboxylate

Base Information

• Chemical Name: Methyl 3-phenyl-1,2-thiazole-5-carboxylate
• CAS No.: 68438-26-6
• Molecular Formula: C11H9NO2S
• Molecular Weight: 219.264
• DSSTox Substance ID: DTXSID80547660
• Wikidata: Q82426005
• Mol file: 68438-26-6.mol

Synonyms:methyl 3-phenyl-1,2-thiazole-5-carboxylate;68438-26-6;SCHEMBL15559606;DTXSID80547660

Chemical Property of Methyl 3-phenyl-1,2-thiazole-5-carboxylate

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 219.03539970
• Heavy Atom Count: 15
• Complexity: 229

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=NS1)C2=CC=CC=C2

Technology Process of Methyl 3-phenyl-1,2-thiazole-5-carboxylate

There total 6 articles about Methyl 3-phenyl-1,2-thiazole-5-carboxylate 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: 77.0%

2-phenyl-1,3-thiazole-4-carboxylic acid methyl ester (7113-02-2) → methyl 4-phenylthiazole-2-carboxylate (79247-92-0) + methyl 3-phenyl-1,2-thiazole-5-carboxylate (68438-26-6)

Guidance literature:

In acetonitrile; Irradiation;

DOI:10.1016/S0040-4039(00)87815-6

Reference yield: 44.0%

methyl 4-amino-3-phenylisothiazole-5-carboxylate (82424-58-6) → methyl 3-phenyl-1,2-thiazole-5-carboxylate (68438-26-6)

Guidance literature:

With isopentyl nitrite; In tetrahydrofuran; for 0.5h; Heating;

DOI:10.1002/jhet.5570240146

Reference yield: 19.0%

benzamide (55-21-0,27208-38-4) + propynoic acid methyl ester (922-67-8) → methyl 3-phenyl-1,2-thiazole-4-carboxylate (21905-48-6) + methyl 3-phenyl-1,2-thiazole-5-carboxylate (68438-26-6)

Guidance literature:

benzamide; With chloro(chlorosulfanyl)methanone; In 1,4-dioxane; at 101 ℃; for 6h;

propynoic acid methyl ester; In m-xylene; at 139 ℃; for 24h;

upstream raw materials:

N-benzyl-imidosulfurous acid difluoride

propynoic acid methyl ester

methyl 4-amino-3-phenylisothiazole-5-carboxylate

2-phenyl-1,3-thiazole-4-carboxylic acid methyl ester

Downstream raw materials:

2-(3-phenyl-isothiazol-5-yl)-propan-2-ol

3-phenyl-1,2-thiazole-5-carboxylic acid