Oxazole-2-carboxylic acid

Base Information

• Chemical Name: Oxazole-2-carboxylic acid
• CAS No.: 672948-03-7
• Molecular Formula: C4H3NO3
• Molecular Weight: 113.073
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID80514312
• Nikkaji Number: J2.862.382H
• Wikidata: Q72498250
• Mol file: 672948-03-7.mol

Synonyms:Oxazole-2-carboxylic acid;672948-03-7;2-OXAZOLECARBOXYLIC ACID;1,3-oxazole-2-carboxylic acid;2-Carboxy-oxazole;MFCD04114935;Oxazole-2-carboxylicacid;oxazolecarboxylic;SCHEMBL287187;DTXSID80514312;CQHYICHMGNSGQH-UHFFFAOYSA-N;AKOS006293920;AB19305;CS-W021738;AC-30981;SY040090;AM20100620;FT-0742732;EN300-87133;A835702;J-510194

Chemical Property of Oxazole-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Melting Point: 254-256 °C (decomp)(Solv: hexane (110-54-3); dichloromethane (75-09-2))
• Refractive Index: 1.517
• Boiling Point: 282.498 °C at 760 mmHg
• PKA: 2.56±0.10(Predicted)
• Flash Point: 124.65 °C
• PSA: 63.33000
• Density: 1.449 g/cm³
• LogP: 0.37280
• 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:

98%min ^*data from raw suppliers

2-OxazolecarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=COC(=N1)C(=O)O
• Uses: 2-Oxazolecarboxylic acid is used as a reagent to prepare 3-(5-Chloro-2-furoyl)-3,7-diazabicyclo[3.3.0]octane, a highly selective α4β2 nicotinic Acetylcholine (A172060) receptor agonist used in the treatment of cognitive disorders such as Alzheimer’s disease.

Technology Process of Oxazole-2-carboxylic acid

There total 2 articles about Oxazole-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: 96.0%

oxazol (288-42-6) + carbon dioxide (124-38-9,18923-20-1) → 1,3-oxazole-2-carboxylic acid (672948-03-7)

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;

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

With hydrogenchloride; In tetrahydrofuran; water; regioselective reaction;

DOI:10.1021/ja103429q

Reference yield:

→ 1,3-oxazole-2-carboxylic acid (672948-03-7)

Guidance literature:

Reference yield: 81.0%

1,3-oxazole-2-carboxylic acid (672948-03-7) + tert-butyl 2-methyl-4'-(6-azaspiro[2.5]octan-1-yl)-[1,1'-biphenyl]-4-carboxylate → 2-methyl-4'-(6-(oxazole-2-carbonyl)-6-azaspiro[2.5]oct-1-yl)-[1,1'-biphenyl]-4-carboxylic acid tert-butyl ester

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

upstream raw materials:

oxazol

carbon dioxide

Downstream raw materials:

oxazole-2-carboxylic acid [5-chloro-2-(3-phenyl-propionyl)-phenyl]-phenyl-amide

C₂₂H₂₀N₆O₄

C₂₅H₃₀N₄O₃

oxazol

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、 -. "OXYGEN OR SULFUR CONTAINING 5-MEMBERED HETEROAROMATICS AS FACTOR Xa INHIBITORS". . . Retrieved 2008/06/13.