Ethyl 3-(4-bromophenyl)-1,2,4-oxadiazole-5-carboxylate

Base Information

• Chemical Name: Ethyl 3-(4-bromophenyl)-1,2,4-oxadiazole-5-carboxylate
• CAS No.: 861146-12-5
• Molecular Formula: C10H7 Br N2 O3
• Molecular Weight: 283.08
• Hs Code.: 2934999090
• Mol file: 861146-12-5.mol

Synonyms:Ethyl 3-(4-bromophenyl)-1,2,4-oxadiazole-5-carboxylate

Chemical Property of Ethyl 3-(4-bromophenyl)-1,2,4-oxadiazole-5-carboxylate

Chemical Property:

• PSA: 65.22000
• LogP: 2.67580
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

Ethyl3-(4-bromophenyl)-1,2,4-oxadiazole-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Ethyl 3-(4-bromophenyl)-1,2,4-oxadiazole-5-carboxylate

There total 2 articles about Ethyl 3-(4-bromophenyl)-1,2,4-oxadiazole-5-carboxylate 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: 52.0%

monomethyl oxalyl chloride (5781-53-3) + (Z)-4-bromo-N′-hydroxybenzimidamide (19227-14-6,69113-23-1) → methyl 3-(4-bromophenyl)-1,2,4-oxadiazole-5-carboxylate (861146-12-5)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; for 20h;

DOI:10.1021/acs.jmedchem.6b01609

Reference yield:

4-bromobenzenecarbonitrile (623-00-7) → methyl 3-(4-bromophenyl)-1,2,4-oxadiazole-5-carboxylate (861146-12-5)

Guidance literature:

Multi-step reaction with 2 steps

1: hydroxylamine hydrochloride; sodium carbonate / water; methanol / 4 h / Reflux

2: tetrahydrofuran / 4.5 h / Reflux

With hydroxylamine hydrochloride; sodium carbonate; In tetrahydrofuran; methanol; water;

DOI:10.1016/j.bmc.2012.08.047

Reference yield: 65.0%

methyl 3-(4-bromophenyl)-1,2,4-oxadiazole-5-carboxylate (861146-12-5) → 3-(4-bromophenyl)-1,2,4-oxadiazole-5-carboxamide

Guidance literature:

With ammonia; In methanol; at 20 ℃; for 2.5h;

DOI:10.1021/acs.jmedchem.6b01609

upstream raw materials:

4-bromobenzenecarbonitrile

monomethyl oxalyl chloride

(Z)-4-bromo-N′-hydroxybenzimidamide

Downstream raw materials:

3-(4-bromo-phenyl)-[1,2,4]oxadiazole-5-carboxylic acid hydrazide