Isothiazole-5-carboxylic acid

Base Information

• Chemical Name: Isothiazole-5-carboxylic acid
• CAS No.: 10271-85-9
• Molecular Formula: C4H3NO2S
• Molecular Weight: 129.14
• Hs Code.: 2934999090
• European Community (EC) Number: 676-187-3
• DSSTox Substance ID: DTXSID20409455
• Nikkaji Number: J2.862.381J
• Wikidata: Q72486583
• Mol file: 10271-85-9.mol

Synonyms:Isothiazole-5-carboxylic acid;10271-85-9;5-isothiazolecarboxylic acid;1,2-thiazole-5-carboxylic acid;5-Isothiazolecarboxylicacid;MFCD07369964;Isothiazole-5-carboxylicacid;5-isothiazole carboxylic acid;SCHEMBL108914;DTXSID20409455;GGYXPOOZYZHPLB-UHFFFAOYSA-N;AMY23598;AKOS005531072;AB32452;CS-W022767;DS-18006;isothiazole-5-carboxylic acid, AldrichCPR;SY029089;FT-0687239;EN300-86348;A13186;A800607;W-200672;Z1079264356

Chemical Property of Isothiazole-5-carboxylic acid

Chemical Property:

• Vapor Pressure: 0.65mmHg at 25°C
• Melting Point: 196-200℃ (分解)
• Refractive Index: 1.617
• Boiling Point: 178.4 °C at 760 mmHg
• PKA: 1.23±0.10(Predicted)
• Flash Point: 61.7 °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

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(SN=C1)C(=O)O

Technology Process of Isothiazole-5-carboxylic acid

There total 4 articles about Isothiazole-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: 84.0%

isothiazol (288-16-4) + carbon dioxide (124-38-9,18923-20-1) → isothiazole-5-carboxylic acid (10271-85-9)

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;

isothiazol; In tetrahydrofuran; at 20 ℃; for 12h; under 1125.11 Torr;

With hydrogenchloride; In tetrahydrofuran; water; regioselective reaction;

DOI:10.1021/ja103429q

Reference yield: 84.0%

→ isothiazole-5-carboxylic acid (10271-85-9)

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;

Reference yield: 76.0%

methyl isothiazole-5-carboxylate (15901-66-3) → isothiazole-5-carboxylic acid (10271-85-9)

Guidance literature:

methyl isothiazole-5-carboxylate; With methanol; sodium hydroxide; water; In tetrahydrofuran; at 20 ℃; for 16h;

With hydrogenchloride; In tetrahydrofuran; water; pH=2;

upstream raw materials:

5-methylisothiazole

isothiazol

carbon dioxide

methyl isothiazole-5-carboxylate

Downstream raw materials:

isothiazole-5-carboxylic acid hydrazide

Refernces

• 1、 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.
• 2、 -. "Imidazopyrazines as protein kinase inhibitors". Page/Page column 78. . Retrieved 2010/11/27.