Thiazole-5-carboxylic acid

Base Information

• Chemical Name: Thiazole-5-carboxylic acid
• CAS No.: 14527-41-4
• Molecular Formula: C4H3NO2S
• Molecular Weight: 129.139
• Hs Code.: 29339900
• European Community (EC) Number: 238-545-3
• DSSTox Substance ID: DTXSID40162959
• Nikkaji Number: J241.284E
• Wikidata: Q72508262
• Mol file: 14527-41-4.mol

Synonyms:Thiazole-5-carboxylic acid;14527-41-4;5-Thiazolecarboxylic acid;1,3-thiazole-5-carboxylic acid;MFCD03428539;EINECS 238-545-3;5-Thiazolecarboxylicacid;SCHEMBL40280;DTXSID40162959;GEO-02589;AKOS001283243;AB15430;AC-7398;CS-W003082;PS-5457;Thiazole-5-carboxylic acid, AldrichCPR;SY006027;AM20080343;BB 0259225;FT-0637096;T2495;EC-000.1276;EN300-25461;W-200116;Z204146918

Chemical Property of Thiazole-5-carboxylic acid

Chemical Property:

• Vapor Pressure: 0.000143mmHg at 25°C
• Melting Point: 190-198 °C
• Boiling Point: 319.236 °C at 760 mmHg
• PKA: 3.07±0.10(Predicted)
• Flash Point: 146.869 °C
• PSA: 78.43000
• Density: 1.525 g/cm³
• LogP: 0.84130
• Storage Temp.: 2-8°C
• 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

Thiazole-5-carboxylic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(SC=N1)C(=O)O

Technology Process of Thiazole-5-carboxylic acid

There total 8 articles about Thiazole-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: 86.0%

ethyl thiazole-5-carboxylate (32955-22-9) → thiazole-5-carboxylic acid (14527-41-4)

Guidance literature:

With sodium hydroxide; In methanol; at 20 ℃; for 12h;

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

Reference yield: 61.0%

→ thiazole-5-carboxylic acid (14527-41-4) + 1,3-thiazole-2-carboxylic acid (14190-59-1)

Guidance literature:

With [Au(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)(OH)]; potassium hydroxide; In tetrahydrofuran; at 20 ℃; for 12h;

With hydrogenchloride; In tetrahydrofuran; water;

upstream raw materials:

5-bromo-1,3-thiazole

ethyl thiazole-5-carboxylate

2-(trimethylsilyl)thiazole

1,3-thiazole

Downstream raw materials:

phenyl N-thiazol-5-ylcarbamate

tert-butyl 3-oxo-3-(thiazol-5-yl)propanoate

Refernces

• 1、 Erne. "-". . p. 138,141. Retrieved 1953.
• 2、 -. "CARBOXYLATION CATALYSTS". Paragraph 0093. . Retrieved 2013/04/13.
• 3、 Boogaerts, Ine I. F.,Nolan, Steven P.. "Carboxylation of C-H bonds using N -heterocyclic carbene gold(I) complexes". supporting information; experimental part. p. 8858 - 8859. Retrieved 2010/08/21.