4-Methylthiazole-5-carboxylic acid

Base Information

• Chemical Name: 4-Methylthiazole-5-carboxylic acid
• CAS No.: 20485-41-0
• Molecular Formula: C5H5NO2S
• Molecular Weight: 143.166
• Hs Code.: 29341000
• European Community (EC) Number: 606-565-5
• DSSTox Substance ID: DTXSID00174452
• Nikkaji Number: J59.603E
• Wikidata: Q72491186
• ChEMBL ID: CHEMBL1402698
• Mol file: 20485-41-0.mol

Synonyms:4-methylthiazole-5-carboxylic acid

Chemical Property of 4-Methylthiazole-5-carboxylic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.003mmHg at 25°C
• Melting Point: 287 °C (dec.)(lit.)
• Refractive Index: 1.611
• Boiling Point: 303.6 °C at 760 mmHg
• PKA: 1.16±0.31(Predicted)
• Flash Point: 137.413 °C
• PSA: 78.43000
• Density: 1.418 g/cm³
• LogP: 1.14970
• Storage Temp.: Room temperature.
• Solubility.: DMSO
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 143.00409958
• Heavy Atom Count: 9
• Complexity: 128

Purity/Quality:

99% ^*data from raw suppliers

4-Methylthiazole-5-carboxylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 43-36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(SC=N1)C(=O)O
• Uses: 4-Methylthiazole-5-carboxylic acid is used as a reagent to synthesize thiazolylimidazolidinone compounds that act as Stearoyl-CoA desaturase-1 (SCD1) inhibitors. These SCD1 inhibitors are used in the treatment of metabolic diseases. 4-Methylthiazole-5-carboxylic acid is also used as a reagent to synthesize 4-Methyl-5-formylthiazole, an important intermediate in the synthesis of Cefditoren pivoxil (C242700).

Technology Process of 4-Methylthiazole-5-carboxylic acid

There total 6 articles about 4-Methylthiazole-5-carboxylic acid 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: 95.8%

formamide (77287-34-4,77287-35-5,60100-09-6) + ethyl 2-chloro-3-oxo-butyrate (609-15-4) → 4-methylthiazole-5-carboxylic acid (20485-41-0)

Guidance literature:

formamide; With tetraphosphorus decasulfide; In 1,2-dimethoxyethane; for 2h; Inert atmosphere; Large scale;

ethyl 2-chloro-3-oxo-butyrate; In 1,2-dimethoxyethane; at 60 ℃; for 8h; Large scale;

Reference yield: 72.0%

(4-methyl-1,3-thiazol-5-yl)methanol (1977-06-6) → 4-methyl-1,3-thiazole-5-carbaldehyde (82294-70-0) + 4-methylthiazole-5-carboxylic acid (20485-41-0)

Guidance literature:

With sodium hypochlorite; N-oxyl-immobilized silica gel; In acetone; at 0 ℃; for 2h;

DOI:10.1246/bcsj.77.1745

Reference yield:

ethyl 4-methylthiazole-5-carboxylate (20582-55-2) → 4-methylthiazole-5-carboxylic acid (20485-41-0)

Guidance literature:

With potassium hydroxide;

upstream raw materials:

5-hydroxyethyl-4-methylthiazole

ethyl 4-methylthiazole-5-carboxylate

4-methyl-thiazole-2,5-dicarboxylic acid diethyl ester

2-mercapto-4-methylthiazole-5-carboxylic acid

Downstream raw materials:

4-Methyl-thiazole-5-carboxylic acid {2-[4-(3-cyclohexyl-2-imino-imidazolidine-1-sulfonyl)-phenyl]-ethyl}-amide

methyl 4-methyl thiazole-5-carboxylate

(4-methyl-1,3-thiazol-5-yl)methanol

4-methyl-1,3-thiazole-5-carbaldehyde

Refernces

• 1、 -. "A process for preparing 4 - methyl thiazole - 5 - carboxylic acid ethyl ester". Paragraph 0021; 0022. . Retrieved 2017/08/25.