3-(2-Bromo-phenyl)-isoxazole-5-carboxylic acid ethyl ester

Base Information

• Chemical Name: 3-(2-Bromo-phenyl)-isoxazole-5-carboxylic acid ethyl ester
• CAS No.: 885273-64-3
• Molecular Formula: C₁₂H₁₀BrNO₃
• Molecular Weight: 296.12
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID60695991
• Wikidata: Q82625390
• Mol file: 885273-64-3.mol

Synonyms:885273-64-3;3-(2-BROMO-PHENYL)-ISOXAZOLE-5-CARBOXYLIC ACID ETHYL ESTER;ETHYL 3-(2-BROMOPHENYL)ISOXAZOLE-5-CARBOXYLATE;ethyl 3-(2-bromophenyl)-1,2-oxazole-5-carboxylate;DTXSID60695991;AB27300;FT-0725563;ETHYL3-(2-BROMOPHENYL)ISOXAZOLE-5-CARBOXYLATE;3-(2-bromophenyl)isoxazole-5-carboxylic acid ethyl ester

Chemical Property of 3-(2-Bromo-phenyl)-isoxazole-5-carboxylic acid ethyl ester

Chemical Property:

• PSA: 52.33000
• LogP: 3.28080
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 294.98441
• Heavy Atom Count: 17
• Complexity: 275

Purity/Quality:

97% ^*data from raw suppliers

Ethyl3-(2-bromophenyl)isoxazole-5-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC(=NO1)C2=CC=CC=C2Br

Technology Process of 3-(2-Bromo-phenyl)-isoxazole-5-carboxylic acid ethyl ester

There total 2 articles about 3-(2-Bromo-phenyl)-isoxazole-5-carboxylic acid ethyl ester 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: 75.0%

2-bromobenzaldehyde oxime (34158-72-0,52707-51-4,52707-56-9) + propynoic acid ethyl ester (623-47-2) → ethyl 3-(2-bromophenyl)isoxazole-5-carboxylate (885273-64-3)

Guidance literature:

With isopentyl nitrite; In butanone; at 20 - 65 ℃; regioselective reaction;

DOI:10.1055/s-0035-1561464

Reference yield:

ortho-bromobenzaldehyde (6630-33-7) → ethyl 3-(2-bromophenyl)isoxazole-5-carboxylate (885273-64-3)

Guidance literature:

Multi-step reaction with 2 steps

1: hydroxylamine hydrochloride; sodium carbonate / ethanol; water

2: isopentyl nitrite / butanone / 20 - 65 °C

With hydroxylamine hydrochloride; sodium carbonate; isopentyl nitrite; In ethanol; water; butanone;

DOI:10.1055/s-0035-1561464

upstream raw materials:

2-bromobenzaldehyde oxime

propynoic acid ethyl ester

ortho-bromobenzaldehyde