Oxazole-4-carboxylic acid

Base Information

• Chemical Name: Oxazole-4-carboxylic acid
• CAS No.: 23012-13-7
• Molecular Formula: C4H3NO3
• Molecular Weight: 113.073
• Hs Code.: 29349990
• European Community (EC) Number: 676-353-5
• DSSTox Substance ID: DTXSID70558427
• Nikkaji Number: J1.253.435C
• Wikidata: Q72498255
• Mol file: 23012-13-7.mol

Synonyms:oxazole-4-carboxylic acid;23012-13-7;4-Oxazolecarboxylic acid;1,3-oxazole-4-carboxylic acid;MFCD06797151;Oxazole-4-carboxylicacid;oxazole-4-carboxylic;4-oxazolecarboxlic acid;SCHEMBL322910;4-Oxazolecarboxylic acid, 97%;DTXSID70558427;AKOS005256548;AC-6589;CS-W019634;DS-0679;PB14470;PS-5716;SY003724;A4878;AM20090239;O0288;EN300-68618;W-206799;F0001-0803;Z1095349994

Chemical Property of Oxazole-4-carboxylic acid

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 142 °C
• Refractive Index: 1.517
• Boiling Point: 289.324 °C at 760 mmHg
• PKA: 3.39±0.10(Predicted)
• Flash Point: 128.779 °C
• PSA: 63.33000
• Density: 1.45 g/cm³
• LogP: 0.37280
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 113.011292958
• Heavy Atom Count: 8
• Complexity: 104

Purity/Quality:

≥99% ^*data from raw suppliers

Oxazole-4-carboxylicAcid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(N=CO1)C(=O)O
• Uses: Oxazole-4-carboxylic Acid is used in preparation of heterocyclic compounds as STING agonists for the treatment of cancer.

Technology Process of Oxazole-4-carboxylic acid

There total 3 articles about Oxazole-4-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: 85.0%

oxazole-4-carboxylic acid ethyl ester (23012-14-8) → 1,3-oxazole-4-carboxylic acid (23012-13-7)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; at 25 ℃; for 5h; Saponification;

DOI:10.3987/com-99-8844

Reference yield: 77.0%

methyl 4.-oxazolecarboxylate (170487-38-4) → 1,3-oxazole-4-carboxylic acid (23012-13-7)

Guidance literature:

methyl 4.-oxazolecarboxylate; With water; lithium hydroxide; In tetrahydrofuran; for 2h;

With hydrogenchloride; In water;

Reference yield:

→ 1,3-oxazole-4-carboxylic acid (23012-13-7)

Guidance literature:

upstream raw materials:

oxazole-4-carboxylic acid ethyl ester

methyl 4.-oxazolecarboxylate

Downstream raw materials:

1-phenylimidazole

oxazol

N-(3-Chloro-4-fluorophenyl)-1,3-oxazole-4-carboxamide

N-{6-[3-({[3-(1-cyano-1-methylethyl)phenyl]carbonyl}amino)phenoxy][1,2,4]triazolo[1,5-a]pyridin-2-yl}-1,3-oxazole-4-carboxamide

Refernces

Novel synthesis of benzofuran- and indol-2-yl-methanamine derivatives

10.1016/j.tetlet.2014.11.015

The study presents a novel synthetic method for the production of benzofuran-2-yl-methanamine and indol-2-yl-methanamine derivatives, which are significant in synthetic strategies due to their presence in biologically active compounds. The synthesis involves the use of ortho-methoxy and ortho-nitro substituted phenylacetic acids as starting materials, respectively. Key intermediates in this process are compounds bearing the oxazole-4-carboxylic acid methylester moiety. The study details the synthesis process, which includes the use of reagents such as HBr/HAc for the production of benzofuran-2-yl-methanamines and HCl for the synthesis of indol-2-yl-methanamines after the reduction of the nitro-group. The method is effective with electron-donating substituents but has limitations with electron-withdrawing substituents. The study also discusses the availability and preparation of the starting phenylacetic acids and explores the synthetic procedure's applicability to a variety of substituted phenylacetic acids, demonstrating its potential as a general synthetic method for these compounds.