Thiazole-2-carboxylic acid

Base Information

• Chemical Name: Thiazole-2-carboxylic acid
• CAS No.: 14190-59-1
• Molecular Formula: C4H3NO2S
• Molecular Weight: 129.139
• Hs Code.: 29349990
• European Community (EC) Number: 689-309-5
• DSSTox Substance ID: DTXSID30376402
• Nikkaji Number: J2.327.753K
• Wikidata: Q72508254
• Mol file: 14190-59-1.mol

Synonyms:Thiazole-2-carboxylic acid;14190-59-1;1,3-thiazole-2-carboxylic Acid;2-THIAZOLECARBOXYLIC ACID;thiazole-2-carboxylicacid;thiazolecarboxylic acid;thiazole carboxylic acid;SCHEMBL121301;DTXSID30376402;IJVLVRYLIMQVDD-UHFFFAOYSA-N;BCP23473;STR04307;BBL104235;MFCD02094169;STL558252;AKOS005169248;AB10888;CS-W019827;PS-3881;AC-22744;AM20080317;BB 0259709;FT-0602281;EN300-91129;A19599;W-201224

Chemical Property of Thiazole-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 0.000256mmHg at 25°C
• Melting Point: 91.6-93 °C
• Refractive Index: 1.617
• Boiling Point: 310.6 °C at 760 mmHg
• PKA: 2.95±0.10(Predicted)
• Flash Point: 141.6 °C
• PSA: 78.43000
• Density: 1.525 g/cm³
• LogP: 0.84130
• Storage Temp.: ?20°C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 128.98844951
• Heavy Atom Count: 8
• Complexity: 106

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,3-Thiazole-2-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: R36/37/38:
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC(=N1)C(=O)O
• Uses: Thiazole-2-carboxylic acid is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.

Technology Process of Thiazole-2-carboxylic acid

There total 11 articles about Thiazole-2-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: 73.0%

2-bromo-1,3-thiazole (3034-53-5,215777-74-5) + carbon dioxide (124-38-9,18923-20-1) → 1,3-thiazole-2-carboxylic acid (14190-59-1)

Guidance literature:

2-bromo-1,3-thiazole; With n-butyllithium; In tetrahydrofuran;

carbon dioxide;

Reference yield: 72.0%

→ 1,3-thiazole-2-carboxylic acid (14190-59-1)

Guidance literature:

Reference yield: 61.0%

1,3-thiazole (288-47-1) + carbon dioxide (124-38-9,18923-20-1) → thiazole-5-carboxylic acid (14527-41-4) + 1,3-thiazole-2-carboxylic acid (14190-59-1)

Guidance literature:

carbon dioxide; With AuOH(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene); potassium hydroxide; In tetrahydrofuran; at 20 ℃; for 0.25h; under 1125.11 Torr;

1,3-thiazole; In tetrahydrofuran; at 20 ℃; for 12h; under 1125.11 Torr;

With hydrogenchloride; In tetrahydrofuran; water; regioselective reaction;

DOI:10.1021/ja103429q

upstream raw materials:

C₄H₂NO₂S^(1-)*Li⁽¹⁺⁾

2-bromo-1,3-thiazole

water

1,3-thiazole

Downstream raw materials:

N-phenylthiazole-2-carboxamide

thiazole-2-carboxamide

C₁₂H₉N₃OS

2-fluoro-5-[4-(4-fluoro-phenyl)-5-methyl-2-thiazol-2-yl-4,5-dihydro-1H-imidazol-4-yl]pyridine

Refernces

• 1、 Erlenmeyer,v. Meyenburg. "-". . p. 204. Retrieved 1937.
• 2、 -. "CARBOXYLATION CATALYSTS". Paragraph 0093. . Retrieved 2013/04/13.